Chemistry – An Asian Journal

Cover image for Vol. 9 Issue 1

January 2014

Volume 9, Issue 1

Pages 1–375

  1. Cover Pictures

    1. Top of page
    2. Cover Pictures
    3. Editorial
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Focus Reviews
    8. Communications
    9. Full Papers
    1. You have free access to this content
      Cover Picture: Palladium-Catalyzed Regio- and Stereoselective Chlorothiolation of Terminal Alkynes with Sulfenyl Chlorides (Chem. Asian J. 1/2014) (page 1)

      Dr. Masayuki Iwasaki, Tomoya Fujii, Arisa Yamamoto, Prof. Dr. Kiyohiko Nakajima and Prof. Dr. Yasushi Nishihara

      Article first published online: 18 DEC 2013 | DOI: 10.1002/asia.201390048

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      Regio- and stereoselective chlorothiolation of terminal alkynes has been accomplished with sulfenyl chlorides under palladium catalysis to exclusively deliver one of the four potential regio- and stereoisomers of 2-chloroalkenyl sulfides, as reported by Yasushi Nishihara et al. in their Communication on page 58 ff. The present reaction was found to be applicable to a series of terminal alkynes and sulfenyl chlorides. A one-pot synthesis of 2-chloroalkenyl sulfides was also achieved when an in-situ preparation of unstable sulfenyl chlorides was used. In the Cover picture, the cardinal points of the compass indicate the four directions in which the reaction could proceed and the arrow points to the decisive destination, (Z)-2-chloro-2-phenylethenyl phenyl sulfide, dictated by the palladium catalyst.

    2. You have free access to this content
      Inside Cover: Ketimido Metallophthalocyanines: An Approach to Phthalocyanine-Supported Mononuclear High-Valent Ruthenium Complexes (Chem. Asian J. 1/2014) (page 2)

      Dr. Jie-Sheng Huang, Dr. Kwok-Ming Wong, Dr. Sharon Lai-Fung Chan, Ken Chi-Hang Tso, Tao Jiang and Prof. Dr. Chi-Ming Che

      Article first published online: 18 DEC 2013 | DOI: 10.1002/asia.201390050

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      Phthalocyanines High-valent ruthenium phthalocyanine complexes are difficult to isolate owing to facile oxidation of the coordinated phthalocyanine ligands. In their Full Paper on page 338 ff., featured on the Inside Cover, Chi-Ming Che, Jie-Sheng Huang, Sharon Lai-Fung Chan et al. describe a “metal–ketimine+ArI(OR)2” approach to prepare metal–ketimido (M[BOND]N[DOUBLE BOND]CR2) complexes by oxidative deprotonation, thereby leading to the isolation of ketimido metallophthalocyanine complexes [RuIV(Pc)(N[DOUBLE BOND]CR2)2]. These complexes exhibit interesting UV/Vis and 1H NMR spectra and undergo reductive protonation with phenols; their electronic structures and UV/Vis spectra have been studied by density functional theory calculations.

    3. You have free access to this content
      Back Cover: Palladium-Catalyzed Cross-Dehydrogenative Functionalization of C(sp2)[BOND]H Bonds (Chem. Asian J. 1/2014) (page 380)

      Dr. Yinuo Wu, Prof. Dr. Jun Wang, Fei Mao and Prof. Dr. Fuk Yee Kwong

      Article first published online: 18 DEC 2013 | DOI: 10.1002/asia.201390052

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      Dehydrogenation An attractive feature of catalytic cross-dehydrogenative coupling (CDC) reactions is the formation of a C[BOND]C bond from two C[BOND]H moieties under oxidative conditions. In their Focus Review on page 26 ff., Jun Wang, Fuk Yee Kwong et al. highlight recent advancements in palladium-catalyzed C(sp2)[BOND]C(sp2) bond formation through a dehydrogenative pathway. With the rocket-like power catalyst system (i.e., palladium/ligand/oxidant), a variety of C(sp2)[BOND]H bonds can be effectively zipped up through the expelling of H2-[oxidant].

  2. Editorial

    1. Top of page
    2. Cover Pictures
    3. Editorial
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Focus Reviews
    8. Communications
    9. Full Papers
    1. You have free access to this content
      A Good Year (pages 4–5)

      Dr. Theresa Kueckmann

      Article first published online: 18 DEC 2013 | DOI: 10.1002/asia.201301561

  3. Graphical Abstract

    1. Top of page
    2. Cover Pictures
    3. Editorial
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Focus Reviews
    8. Communications
    9. Full Papers
    1. Graphical Abstract: Chem. Asian J. 1/2014 (pages 7–20)

      Article first published online: 18 DEC 2013 | DOI: 10.1002/asia.201390051

  4. Corrigendum

    1. Top of page
    2. Cover Pictures
    3. Editorial
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Focus Reviews
    8. Communications
    9. Full Papers
    1. You have free access to this content
  5. News

    1. Top of page
    2. Cover Pictures
    3. Editorial
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Focus Reviews
    8. Communications
    9. Full Papers
  6. Focus Reviews

    1. Top of page
    2. Cover Pictures
    3. Editorial
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Focus Reviews
    8. Communications
    9. Full Papers
    1. Dehydrogenation

      You have free access to this content
      Palladium-Catalyzed Cross-Dehydrogenative Functionalization of C(sp2)[BOND]H Bonds (pages 26–47)

      Dr. Yinuo Wu, Prof. Dr. Jun Wang, Fei Mao and Prof. Dr. Fuk Yee Kwong

      Article first published online: 2 OCT 2013 | DOI: 10.1002/asia.201300990

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      Caught in the cross-fire: This Review highlights the recent developments in catalytic cross-dehydrogenative coupling (CDC) reactions, which join together two aromatic C[BOND]H fragments through a palladium-catalyzed dehydrogenative pathway.

    2. Drug Delivery

      The Combination of Chemotherapy and Radiotherapy towards More Efficient Drug Delivery (pages 48–57)

      Wei Cao, Yuwei Gu, Myriam Meineck and Dr. Huaping Xu

      Article first published online: 20 NOV 2013 | DOI: 10.1002/asia.201301294

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      Missing a piece? We propose the idea of combining regular chemotherapy with radiation therapy to minimize side effects and to increase drug-delivery efficiency. The unfinished puzzle in the picture shows the Aesculapian snake—the symbol of pharmacy and cure—to remind us that there is still a gap between potent chemotherapeutics and radiotherapy. We hope the emerging research area summarized in this Focus Review can function as the connecting pieces to solve the puzzle of an effective and comprehensive treatment.

  7. Communications

    1. Top of page
    2. Cover Pictures
    3. Editorial
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Focus Reviews
    8. Communications
    9. Full Papers
    1. Synthetic Methods

      Palladium-Catalyzed Regio- and Stereoselective Chlorothiolation of Terminal Alkynes with Sulfenyl Chlorides (pages 58–62)

      Dr. Masayuki Iwasaki, Tomoya Fujii, Arisa Yamamoto, Prof. Dr. Kiyohiko Nakajima and Prof. Dr. Yasushi Nishihara

      Article first published online: 7 NOV 2013 | DOI: 10.1002/asia.201301295

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      Pick and choose: The first chlorothiolation of alkynes in a syn-fashion is achieved by cleavage of the chlorine–sulfur bond in sulfenyl chlorides. Treatment of terminal alkynes with sulfenyl chlorides in the presence of palladium catalyst at ambient temperature leads to (Z)-2-chloroalkenyl sulfides with high regio- and stereoselectivities. tfa=trifluoroacetate.

    2. Biomimetics

      Reversible Layer-by-Layer Deposition on Solid Substrates Inspired by Mussel Byssus Cuticle (pages 63–66)

      Suyeob Kim, Prof. Dr. Dong Soo Kim and Prof. Dr. Sung Min Kang

      Article first published online: 21 OCT 2013 | DOI: 10.1002/asia.201301291

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      Flex your mussels: The protective coating (cuticle layers) on mussel (Mytilus galloprovincialis) byssus has been of interest because of its excellent mechanical properties, such as hardness and extensibility. In the present study it is reported that emulating the properties of the mussel byssus cuticle provides an important platform for developing reversible layer-by-layer deposition, an advanced technique for surface modification.

    3. Chemoenzymatic Synthesis

      Chemoenzymatic Routes to Polyoxygenated Cyclooctenones Related to the Eastern Hemisphere of the Macrolactam Tripartilactam (pages 67–70)

      Yen Vo, Prof. Martin G. Banwell and Dr. Anthony C. Willis

      Article first published online: 4 NOV 2013 | DOI: 10.1002/asia.201301233

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      Tripartilactam: Starting in the East. The cis-1,2-dihydrocatechol 4, which is readily obtained in enantiomerically pure form through the whole-cell biotransformation of chlorobenzene, has been converted, over thirteen steps, into a poly-oxygenated cyclooctenone (30) embodying the Eastern hemisphere of the non-natural enantiomeric form of the novel tricyclic natural product tripartilactam (1). Key steps include oxidative cleavage of the chlorinated double bond within a derivative of compound 4 and a ring-closing methathesis reaction.

    4. Hydrogenation

      Chemoselective Hydrogenation of Functionalized Nitroarenes and Imines by Using Carbon Nanofiber-Supported Iridium Nanoparticles (pages 71–74)

      Prof. Dr. Yukihiro Motoyama, Masahiro Taguchi, Dr. Nelfa Desmira, Prof. Dr. Seong-Ho Yoon, Prof. Dr. Isao Mochida and Prof. Dr. Hideo Nagashima

      Article first published online: 4 NOV 2013 | DOI: 10.1002/asia.201301184

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      Got fiber? Iridium nanoparticles supported on carbon nanofibers (Ir/CNF-T) were synthesized by thermal decomposition of Ir4(CO)12 in the presence of CNF-T and shown to be an efficient catalyst for the nitro- and imino-group selective hydrogenation of functionalized nitroarenes and imines to the corresponding aniline derivatives.

    5. Nucleophilic Addition

      Transition-Metal-Free Synthesis of N-(1-Alkenyl)imidazoles by Potassium Phosphate-Promoted Addition Reaction of Alkynes to Imidazoles (pages 75–78)

      Linhua Lu, Hong Yan, Defu Liu, Guangwei Rong and Prof. Dr. Jincheng Mao

      Article first published online: 21 OCT 2013 | DOI: 10.1002/asia.201301173

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      Nucleophilic addition of N-heterocycles to alkynes was performed, simply by heating in DMSO with K3PO4 to give the (Z)-N-(1-alkenyl)imidazoles exclusively in good yields. This method was also effective for the addition of α-bromostyrene or internal alkynes to imidazoles.

    6. Giant Fullerenes

      First Isomers of Pristine C104 Fullerene Structurally Confirmed as Chlorides, C104(258)Cl16 and C104(812)Cl24 (pages 79–82)

      Prof. Dr. Shangfeng Yang, Tao Wei, Prof. Dr. Erhard Kemnitz and Prof. Dr. Sergey I. Troyanov

      Article first published online: 7 OCT 2013 | DOI: 10.1002/asia.201301230

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      For the highest isolable empty fullerene, C104, the first direct proof of cage connectivities in two isomers (nos. 258 and 812) has been achieved by chlorination of (C102+C104) fractions, which were obtained by recycling HPLC from a fullerene soot, followed by single-crystal X-ray diffraction study of C104(258)Cl16 and C104(812)Cl24 (see structure: C gray, Cl green) using synchrotron radiation.

    7. Enzymes

      Superoxide Dismutase Activity of the Naturally Occurring Human Serum Albumin–Copper Complex without Hydroxyl Radical Formation (pages 83–86)

      Ryunosuke Kato, Dr. Matofusa Akiyama, Prof. Dr. Hiroyoshi Kawakami and Prof. Dr. Teruyuki Komatsu

      Article first published online: 12 NOV 2013 | DOI: 10.1002/asia.201301285

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      Strong as a super ox: The human serum albumin–copper (HSA–Cu) complex showed a high catalytic activity (IC50=0.7 μM, kcat=1.0×107M−1 s−1) toward dismutation of the superoxide radical anion (O2.−). Notably, the HSA–Cu complex does not induce a subsequent Fenton reaction to produce the hydroxyl radical (OH.).

    8. Protease Assay

      Carbon Nanotube-Enhanced Polarization of Fluorescent Peptides: A Novel Amplification Strategy for Homogeneous Detection of Proteases (pages 87–92)

      Dr. Yong Huang, Kun Hu, Prof. Shulin Zhao, Mei Li, Prof. Zhen-Feng Chen, Qiuju Lv and Prof. Hong Liang

      Article first published online: 6 NOV 2013 | DOI: 10.1002/asia.201301161

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      Tease like a pro: A fluorescence polarization (FP) amplification strategy was developed for the simple, sensitive, and universal monitoring of protease activity and inhibitor screening using multiwalled carbon nanotubes (MWCNTs) as an enhancer.

    9. Nanostructures

      Evolution of Etching Kinetics and Directional Transition of Nanowires Formed on Pyramidal Microtextures (pages 93–99)

      Dr. Chia-Yun Chen, Liyi Li and Prof. Ching-Ping Wong

      Article first published online: 11 OCT 2013 | DOI: 10.1002/asia.201300959

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      Taking a new look at pyramids: The directional control of nanowires (NWs) formed on silicon pyramidal microtextures through a single-step metal-assisted chemical etching (MACE) was investigated. Depending on the concentration of AgNO3 and HF etchant used, nanowires on the microtextures with <100>-only, mixed <100> and <111>, and <111>-only axial directions were obtained. The <111>-oriented nanowires exhibited an excellent antireflection performance, with a reflectivity as low as 1.2 % at 600 nm.

    10. Anode Materials

      Excellent Performance of Few-Layer Borocarbonitrides as Anode Materials in Lithium-Ion Batteries (pages 100–103)

      Sudeshna Sen, Kota Moses, Prof. Aninda J. Bhattacharyya and Prof. C. N. R. Rao

      Article first published online: 21 OCT 2013 | DOI: 10.1002/asia.201301037

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      I promise you! Porous borocarbonitrides with a high surface area and carbon content, synthesized by a solid-state synthesis route, exhibit a remarkable cyclability and current rate capability, thus making them very promising for lithium-ion batteries.

    11. Photochromism

      Photocontrolled Intramolecular Charge/Energy Transfer and Fluorescence Switching of Tetraphenylethene-Dithienylethene-Perylenemonoimide Triad with Donor–Bridge–Acceptor Structure (pages 104–109)

      Chong Li, Hui Yan, Guo-Feng Zhang, Wen-Liang Gong, Tao Chen, Dr. Rui Hu, Dr. Matthew P. Aldred and Prof. Ming-Qiang Zhu

      Article first published online: 8 OCT 2013 | DOI: 10.1002/asia.201301071

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      The matrix reloaded: We report the synthesis and photophysical characterization of a donor–photochromic bridge–acceptor tetraphenylethene-dithienylethene-perylenemonoimide (TPE-DTE-PMI) triad that simultaneously exhibits photocontrolled intramolecular charge/energy transfer and enhanced reversible fluorescence switching, depending on the surrounding matrices.

    12. Amphiphiles

      Hydrophobic Variations of N-Oxide Amphiphiles for Membrane Protein Manipulation: Importance of Non-hydrocarbon Groups in the Hydrophobic Portion (pages 110–116)

      Prof. Pil Seok Chae, Aiman Sadaf and Prof. Samuel H. Gellman

      Article first published online: 4 NOV 2013 | DOI: 10.1002/asia.201301097

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      Attention, fragile: Several N-oxide amphiphiles are introduced and evaluated for the ability to solubilize and stabilize a fragile multi-subunit assembly from biological membranes. Among them, cholate-based agents (CAO and CAO-1) displayed the most favorable behaviors for membrane protein stabilization.

    13. Ylides

      A Facile Access to Polyfunctional Oxygen-containing Heterocycles via Intramolecularly Formed Protic Oxonium Ylide Trapping Processes (pages 117–120)

      Dr. Xin Guo, Wei Liu and Prof. Dr. Wenhao Hu

      Article first published online: 6 NOV 2013 | DOI: 10.1002/asia.201301115

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      3-1-4-2 Formation: Transition-metal-catalyzed tandem intramolecular protic oxonium ylide formation and subsequent aldol-type addition to aldehydes and isatins is reported. The reaction not only provides an efficient entry to 3-substituted 1,4-dioxan-2-one heterocycles in good yield with high diastereoselectivity but also provided experimental evidence for a stepwise pathway for the transition-metal-catalyzed intramolecular O[BOND]H insertion of diazo compounds.

    14. Sensors

      Pyridinium-Fused Pyridinone: A Novel “Turn-on” Fluorescent Chemodosimeter for Cyanide (pages 121–125)

      Junbo Li, Junkuo Gao, Wei-Wei Xiong, Pei-Zhou Li, Huacheng Zhang, Yanli Zhao and Qichun Zhang

      Article first published online: 4 NOV 2013 | DOI: 10.1002/asia.201301144

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      Life of PI: A new pyridinium-fused pyridinone iodide (PI) has been designed and synthesized for the detection of cyanide. The probe displayed a 57-fold enhancement in fluorescent intensity upon the addition of CN (10 equiv) in THF/H2O (1:1). Its detection limit for CN was calculated to be 5.4×10−8M. Theoretical investigations confirmed the experimentally observed blue shift in the absorption as well as the emission enhancement.

    15. Cyclization

      AgOTf-Catalyzed Electrophilic Cyclization of Triynols with NXS: Rapid Synthesis of Densely Trisubstituted Naphthalenes and Quinolines (pages 126–130)

      Dr. Zhiyuan Chen, Xuegong Jia, Changqing Ye, Guanyinsheng Qiu and Prof. Dr. Jie Wu

      Article first published online: 24 OCT 2013 | DOI: 10.1002/asia.201301186

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      Every cloud has a silver lining: Densely trisubstituted naphthalenes and quinolines could be easily achieved through AgOTf-catalyzed electrophilic cyclization reactions. Three independent reactive functional groups could be selectively installed at the C1, C2, and C3 positions of the obtained aromatic outcomes.

    16. Polychalcogenides

      Surfactant–Thermal Method to Synthesize a Novel Two-Dimensional Oxochalcogenide (pages 131–134)

      Dr. Junkuo Gao, Qiuling Tay, Dr. Pei-Zhou Li, Dr. Wei-Wei Xiong, Prof. Dr. Yanli Zhao, Prof. Dr. Zhong Chen and Prof. Dr. Qichun Zhang

      Article first published online: 15 OCT 2013 | DOI: 10.1002/asia.201301023

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      I can still hear you saying you would never break the chain: A new 2-dimensional (2D) oxosulfide, (N2H4)2Mn3Sb4S83-OH)2 (1), was successfully synthesized under surfactant–thermal conditions. Compound 1 has a 2D layered structure and contains a novel [Mn33-OH)2]n chain along the b-axis. The photocatalytic activity of 1 has been demonstrated under visible-light irradiation and continuous H2 evolution was observed.

  8. Full Papers

    1. Top of page
    2. Cover Pictures
    3. Editorial
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Focus Reviews
    8. Communications
    9. Full Papers
    1. Macrocycles

      Macrocyclic Bis(phenanthroline-pyrrole): A Convenient One-Pot Synthesis, Structure(s), Spectroscopic, and Redox Properties, and the Binding of Amine Guests, Protons, and Lanthanide Ions (pages 136–145)

      Alex McSkimming, Sumi Shrestha, Dr. Mohan M. Bhadbhade, Prof. Pall Thordarson and Prof. Stephen B. Colbran

      Article first published online: 2 OCT 2013 | DOI: 10.1002/asia.201301053

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      This MC is great: A remarkable chemistry—including the cooperative binding and catalytic electrooxidation of primary amines, the photo-dehydrochlorination of dichloromethane, and the formation of unique lanthanide complexes—is uncovered for the highly luminescent large-ring macrocycle which is easily made in large (multi-gram scale) quantities.

    2. Sensors

      Highly Selective “Turn-On” Fluorescent and Colorimetric Sensing of Fluoride Ion Using 2-(2-Hydroxyphenyl)-2,3-dihydroquinolin-4(1 H)-one based on Excited-State Proton Transfer (pages 146–152)

      Kuppusamy Kanagaraj and Prof. Dr. Kasi Pitchumani

      Article first published online: 15 OCT 2013 | DOI: 10.1002/asia.201300816

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      Sense and sensitivity: A simple, highly selective and sensitive colorimetric system for the detection of fluoride ion in an aqueous medium has been developed using 2-(2-hydroxyphenyl)-2,3-dihydroquinolin-4(1 H)-one. This system allows selective “turn-on” fluorescence detection of fluoride ion, which is found to be dependent upon guest basicity. An excited-state proton transfer is proposed to be the signaling mechanism, which is rationalized by DFT and TD-DFT calculations.

    3. Luminescence

      Controllable Multicolor Upconversion Luminescence by Tuning the NaF Dosage (pages 153–157)

      Hao Li and Prof. Dr. Leyu Wang

      Article first published online: 23 SEP 2013 | DOI: 10.1002/asia.201300897

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      Color by numbers: A facile strategy has been successfully developed for the synthesis of upconversion luminescence nanocrystals with tunable emission color by simply adjusting the NaF dosage (see figure).

    4. Donor–Acceptor Systems

      Promotion of Förster Resonance Energy Transfer in a Saponite Clay Containing Luminescent Polyhedral Oligomeric Silsesquioxane and Rhodamine Dye (pages 158–165)

      Francesco Olivero, Dr. Fabio Carniato, Dr. Chiara Bisio and Prof. Leonardo Marchese

      Article first published online: 2 OCT 2013 | DOI: 10.1002/asia.201300936

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      Mind the gap! A hybrid photonic antenna based on saponite clay with intercalated donor–acceptor entities (i.e., luminescent polyhedral oligomeric silsesquioxane and rhodamine dye) is described. The Förster resonance energy transfer (FRET) pair formed displays good emission and high photostability (see picture).

    5. Energetic Compounds

      Triazole-Substituted Nitroarene Derivatives: Synthesis, Characterization, and Energetic Studies (pages 166–178)

      Nagarjuna Kommu, Vikas D. Ghule, A. Sudheer Kumar and Prof. Dr. Akhila K. Sahoo

      Article first published online: 9 OCT 2013 | DOI: 10.1002/asia.201300969

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      Rocket man: A series of nitro- and azido-containing N-aryl/pyridyl/pyrazine/pyrimidyl-tethered 1,2,4-triazoles were synthesized. Some of the compounds exhibit high densities, high positive heats of formation, good thermal stabilities, and reasonable detonation properties.

    6. Heterogeneous Catalysis

      Heterogeneous versus Homogeneous Copper(II) Catalysis in Enantioselective Conjugate-Addition Reactions of Boron in Water (pages 179–188)

      Taku Kitanosono, Pengyu Xu and Prof. Dr. Shū Kobayashi

      Article first published online: 20 SEP 2013 | DOI: 10.1002/asia.201300997

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      Et (II) brute? Enantioselective addition reactions of bis(pinacolato)diboron to multifarious unsaturated compounds are catalyzed by chiral copper(II) complexes. The use of Cu(OH)2 acts as a heterogeneous catalyst, whereas Cu(OAc)2 is homogeneous.

    7. Nanoparticles

      Synthesis of Highly Stable, Water-Dispersible Copper Nanoparticles as Catalysts for Nitrobenzene Reduction (pages 189–198)

      Ravneet Kaur, Dr. Cristina Giordano, Prof. Michael Gradzielski and Prof. Surinder K. Mehta

      Article first published online: 7 OCT 2013 | DOI: 10.1002/asia.201300809

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      Stable relationship: Highly stable, water-dispersible CuNPs were synthesized using a metal–surfactant complex and polyacrylic acid. The NPs displayed outstanding catalytic activity in the reduction of 4-nitrophenol to aminophenol (see figure).

    8. Drug Delivery

      Preparation of a Camptothecin Prodrug with Glutathione-Responsive Disulfide Linker for Anticancer Drug Delivery (pages 199–205)

      Dr. Zhigang Xu, Dongdong Wang, Shuang Xu, Dr. Xiaoyan Liu, Prof. Dr. Xiaoyu Zhang and Prof. Dr. Haixia Zhang

      Article first published online: 17 OCT 2013 | DOI: 10.1002/asia.201301030

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      Loading zone: A novel, disulfide-containing camptothecin (CPT) prodrug (MPEG-SS-PCPT) was synthesized with the objective to increase the drug-loading amount and reduce the proportion of inactive materials (see figure). The resulting MPEG-SS-PCPT prodrug is a promising carrier for improving anticancer drug-delivery efficacy.

    9. Nanostructures

      Self-Assembling Synthesis of Free-standing Nanoporous Graphene–Transition-Metal Oxide Flexible Electrodes for High-Performance Lithium-Ion Batteries and Supercapacitors (pages 206–211)

      Dr. Xiaodan Huang, Dr. Bing Sun, Shuangqiang Chen and Prof. Guoxiu Wang

      Article first published online: 15 OCT 2013 | DOI: 10.1002/asia.201301121

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      Bend and flex! A carbon nanofiber (CNF)-assisted layered assembly approach has been developed for freestanding, flexible, nanoporous graphene papers (NGPs). By loading transition-metal oxide (TMO) nanocrystals through a general wet-immersion method, the functionalized NGPs can be directly applied as binder-free electrodes for lithium-ion batteries and supercapacitors that exhibit superior electrochemical performances (see picture; GO=graphene oxide).

    10. Energetic Materials

      Insensitive Nitrogen-Rich Materials Incorporating the Nitroguanidyl Functionality (pages 212–217)

      Dr. Qinghua Zhang, Dr. Chunlin He, Dr. Ping Yin and Prof. Dr. Jean'ne M. Shreeve

      Article first published online: 21 OCT 2013 | DOI: 10.1002/asia.201301242

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      Explosive talents: Six nitroguanidyl-functionalized nitrogen-rich materials derived from 1,3,5-triazine and 1,2,4,5-tetrazine having good energetic properties for explosive applications were synthesized and characterized.

    11. Supramolecular Chemistry

      Creation of Circularly Polarized Luminescence from an Achiral Polyfluorene Derivative through Complexation with Helix-Forming Polysaccharides: Importance of the meta-Linkage Chain for Helix Formation (pages 218–222)

      Dr. Tomohiro Shiraki, Dr. Youichi Tsuchiya, Dr. Takao Noguchi, Prof. Shun-ichi Tamaru, Nozomu Suzuki, Makoto Taguchi, Prof. Michiya Fujiki and Prof. Seiji Shinkai

      Article first published online: 22 OCT 2013 | DOI: 10.1002/asia.201301216

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      Lighting the way: A meta-phenylene-linked polyfluorene derivative (mPFS) emits highly efficient circularly polarized luminescence (CPL; see figure) even in an aqueous solution through cohelical complexation with helix-forming polysaccharide, schizophyllan (SPG).

    12. Self-Assembly

      Light Emission in Water-Containing Cocrystals: the Influence of Water Molecules on the Fluorescence Properties of a Schiff-Base Molecule (pages 223–228)

      Feng Zhou, Pengli Tan, Yong Ma, Prof. Dr. Youyong Li, Dr. Najun Li, Dr. Hua Li, Dr. Lihua Wang, Prof. Dr. Hongwei Gu, Prof. Dr. Qingfeng Xu and Prof. Dr. Jianmei Lu

      Article first published online: 7 OCT 2013 | DOI: 10.1002/asia.201300804

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      Cat in the HATT: In the presence or absence of water, a Schiff-base compound, HATT, forms different crystalline states (HATT, HATT2 H2O, and a lamellar structure, m-HATTnH2O), which show different luminescence emission properties.

    13. Energetic Materials

      A Theoretical Study on the Structure, Intramolecular Interactions, and Detonation Performance of Hydrazinium Dinitramide (pages 229–236)

      Dr. Xueli Zhang, Dr. Yan Liu, Dr. Fang Wang and Prof. Xuedong Gong

      Article first published online: 23 SEP 2013 | DOI: 10.1002/asia.201300842

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      Let love be your energy: Various theoretical methods were used to find the most-stable conformations of hydrazinium dinitramide (HDN) in the gas phase and in water. QTAIM analyses of HDN, ammonium dinitramide (ADN), hydrazinium nitroformate (HNF) and ammonium nitroformate (ANF) showed that HDN possessed the strongest intramolecular interactions, which, in turn, gave it the highest decomposition temperature among the four compounds.

    14. C[BOND]H Activation

      Copper-Catalyzed C[BOND]H Bond Direct Chalcogenation of Aromatic Compounds Leading to Diaryl Sulfides, Selenides, and Diselenides by Using Elemental Sulfur and Selenium as Chalcogen Sources Under Oxidative Conditions (pages 237–244)

      Prof. Fumitoshi Shibahara, Takafumi Kanai, Eiji Yamaguchi, Akika Kamei, Takayuki Yamauchi and Prof. Toshiaki Murai

      Article first published online: 4 NOV 2013 | DOI: 10.1002/asia.201300882

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      Direct action: C[BOND]H bond direct chalcogenation of aromatic compounds by using elemental sulfur and selenium as chalcogen sources under oxidative conditions has been developed. The reaction proceeds with suitable copper salts under aerobic oxidation conditions by formal oxidation of elemental chalcogens (see scheme). A variety of nucleophilic aromatic compounds were chalcogenated and an oxidative coupling reaction of diselenides and aromatic compounds also took place.

    15. Self-Assembly

      Superhydrogels of Nanotubes Capable of Capturing Heavy-Metal Ions (pages 245–252)

      Shasha Song, Haiqiao Wang, Dr. Aixin Song and Prof. Dr. Jingcheng Hao

      Article first published online: 18 OCT 2013 | DOI: 10.1002/asia.201300892

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      Coming together in the end: A network of nanotubes with uniform diameters of about 60 nm form superhydrogels through hydrogen bonds in a system of lithocholic acid (LCA) mixed with three organic amines (see picture). The dried hydrogels exhibit excellent capabilities for capturing heavy-metal ions.

    16. Semiconductors

      Solution-Processable n-Type Semiconductors Based on Unsymmetrical Naphthalene Imides: Synthesis, Characterization, and Applications in Field-Effect Transistors (pages 253–260)

      Jinjun Shao, Jingjing Chang and Prof. Chunyan Chi

      Article first published online: 17 OCT 2013 | DOI: 10.1002/asia.201300895

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      Lie low: A series of unsymmetrical naphthalene imide derivatives with high electron affinity was synthesized. They have very good solubility in common organic solvents, and good thermal stability. They showed low-lying LUMO energy levels owing to the strong electron-withdrawing character (see scheme). Solution-processed thin-film organic field-effect transistors (OFETs) showed n-type FET behavior in both N2 and air.

    17. Nanoparticles

      Hydrophobic Particle Effects on Hydrate Crystal Growth at the Water–Oil Interface (pages 261–267)

      Dr. Minjun Cha, Seungjun Baek, Prof. Dr. Jeffrey Morris and Prof. Dr. Jae W. Lee

      Article first published online: 18 OCT 2013 | DOI: 10.1002/asia.201300905

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      Growth management: We introduced silica nanoparticles (SiNPs) into a water–oil interface and analyzed the crystal growth pattern after seeding the cyclopentane hydrate slurry. The growth of hydrate crystals was greatly delayed with a small amount of SiNPs. With a further increase in the SiNP concentration, the SiNP-laden interface completely prevents further hydrate growth (see figure).

    18. Alkylation

      Fe(OTf)3-Catalyzed α-Benzylation of Aryl Methyl Ketones with Electrophilic Secondary and Aryl Alcohols (pages 268–274)

      Xiaojuan Pan, Minghao Li and Prof. Dr. Yanlong Gu

      Article first published online: 7 OCT 2013 | DOI: 10.1002/asia.201300956

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      Ironing out the creases: α-Benzylation of aryl methyl ketone with benzhydrol has been achieved by using Fe(OTf)3 in PhCl. A new three-component reaction of salicylaldehyde, dimedone, and aryl methyl ketone has also been developed, which provided an efficient method for the synthesis of densely substituted 4H-chromene derivatives.

    19. Drug Delivery

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      Gold Nanorods with Phase-Changing Polymer Corona for Remotely Near-Infrared-Triggered Drug Release (pages 275–288)

      Ji Liu, Christophe Detrembleur, Bruno Grignard, Marie-Claire De Pauw-Gillet, Stéphane Mornet, Mona Treguer-Delapierre, Yannick Petit, Prof. Christine Jérôme and Prof. Etienne Duguet

      Article first published online: 8 OCT 2013 | DOI: 10.1002/asia.201301010

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      Remote control: The triggered release of doxorubicin (DOX) molecules from GNR@PCL-b-PEG hybrid nanoparticles was achieved by conventional external heating or internal heating induced by remote near-infrared (NIR) irradiation.

    20. Phase Transition

      Thermodynamic Phase Transition Through Crystal-to-Crystal Process of Photochromic 1,2-Bis(5-phenyl-2-propyl-3-thienyl)perfluorocyclopentene (pages 289–293)

      Daichi Kitagawa and Prof. Dr. Seiya Kobatake

      Article first published online: 23 SEP 2013 | DOI: 10.1002/asia.201301020

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      From A to B: The crystal of 1,2-bis(5-phenyl-2-propyl-3-thienyl)perfluorocyclopentene shows a crystal-to-crystal phase transition from the α-form to the β-form upon heating. The movement of diarylethene molecules in the crystal was evaluated by analyzing the change of face indices before and after the phase transition.

    21. Luminescence

      Highly Emissive Luminogens Based on Imidazo[1,2-a]pyridine for Electroluminescent Applications (pages 294–304)

      Natarajan Nagarajan, Gunasekaran Velmurugan, Asit Prakash, Dr. Nanda Shakti, Prof. Dr. Monica Katiyar, Prof. Dr. Ponnambalam Venuvanalingam and Prof. Dr. Rajalingam Renganathan

      Article first published online: 21 OCT 2013 | DOI: 10.1002/asia.201301061

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      Core developments: The electroluminescence characteristics of new donor–acceptor–acceptor conjugated materials that consist of imidazo[1,2-a]pyridine, imidazole, and arylamine are reported (see picture). The compounds exhibit interesting photophysical properties that are highly dependent on the conjugation length and nature of the terminal functional groups.

    22. Reaction Mechanisms

      Multiple Reaction Pathways Operating in the Mechanism of Vinylogous Mannich-Type Reaction Activated by a Water Molecule (pages 305–312)

      Ryohei Uematsu, Dr. Satoshi Maeda and Prof. Dr. Tetsuya Taketsugu

      Article first published online: 2 OCT 2013 | DOI: 10.1002/asia.201301065

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      Hidden routes: Automated reaction pathway searches by means of the artificial force induced reaction method reveals that multiple reaction pathways operate in the mechanism of vinylogous Mannich-type reactions activated by water (see picture). These results demonstrate the importance of systematic reaction pathway sampling in theoretical studies of multicomponent reactions.

    23. Ring Expansion

      PPh3-Catalyzed Ring-Expansion Reactions of Sulfamate-Derived Cyclic Imines with Acetylenedicarboxylates (pages 313–318)

      Zhilin Yang, Hao Yu, Lei Zhang, Hang Wei, Dr. Yumei Xiao, Lanzhen Chen and Dr. Hongchao Guo

      Article first published online: 12 NOV 2013 | DOI: 10.1002/asia.201301082

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      Ring of Fire: Biologically interesting heterocycles, namely, benzo[g][1,2,3]oxathiazocine-4,5-dicarboxylate 2,2-dioxide derivatives, were prepared in high yields by PPh3-catalyzed ring-expansion reactions of sulfamate-derived cyclic imines with acetylenedicarboxylates under very mild conditions (see scheme).

    24. Drug Delivery

      Chitosan-Capped Mesoporous Silica Nanoparticles as pH-Responsive Nanocarriers for Controlled Drug Release (pages 319–327)

      Dr. Xiaoxi Hu, Dr. Yun Wang and Dr. Bo Peng

      Article first published online: 2 OCT 2013 | DOI: 10.1002/asia.201301105

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      Doff my cap: pH-Responsive chitosan-capped mesoporous silica nanoparticles were synthesized by using a facile strategy and served as nanocapsules for site-specific drug loading and release.

    25. Hydrogenation

      Highly Active, Low-Valence Molybdenum- and Tungsten-Amide Catalysts for Bifunctional Imine-Hydrogenation Reactions (pages 328–337)

      Dr. Subrata Chakraborty, Dr. Olivier Blacque, Dr. Thomas Fox and Prof. Heinz Berke

      Article first published online: 15 OCT 2013 | DOI: 10.1002/asia.201301106

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      Cheap metals for noble tasks: Molybdenum- and tungsten-amide complexes effect the room temperature bifunctional splitting of hydrogen. These amido complexes are highly active catalysts for the hydrogenation of various para-substituted imines.

    26. Phthalocyanines

      Ketimido Metallophthalocyanines: An Approach to Phthalocyanine-Supported Mononuclear High-Valent Ruthenium Complexes (pages 338–350)

      Dr. Jie-Sheng Huang, Dr. Kwok-Ming Wong, Dr. Sharon Lai-Fung Chan, Ken Chi-Hang Tso, Tao Jiang and Prof. Dr. Chi-Ming Che

      Article first published online: 16 OCT 2013 | DOI: 10.1002/asia.201301109

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      Natural reversion: Ketimido ruthenium(IV) phthalocyanine complexes [RuIV(Pc)(N[DOUBLE BOND]CPh2)2] () and [RuIV(Pc)(NQu)2] (; see scheme) have been isolated using a “metal–ketimine+ArI(OR)2” approach. Complexes and revert to RuII–ketimine complexes upon treatment with phenols. Complex exists as syn and anti isomers, the interconversion of which by rotation about the Ru[BOND]N(ketimido) bond has a significant barrier as shown from DFT calculations.

    27. Anode Materials

      Compositing Amorphous TiO2 with N-Doped Carbon as High-Rate Anode Materials for Lithium-Ion Batteries (pages 351–356)

      Dr. Ying Xiao, Prof. Changwen Hu and Prof. Minhua Cao

      Article first published online: 4 NOV 2013 | DOI: 10.1002/asia.201301183

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      Performance enhancing: An amorphous TiO2/N-doped carbon hybrid has been successfully synthesized by a facile hydrothermal–calcining method with hydrazine hydrate as an inhibitor and nitrogen source. The resultant amorphous TiO2/C[BOND]N hybrid exhibits superior performance when used as an anode material in a lithium-ion battery (see picture).

    28. Solar Cells

      High-Performance Dye-Sensitized Solar Cells Based on Phenothiazine Dyes Containing Double Anchors and Thiophene Spacers (pages 357–366)

      Dr. Wei-I Hung, You-Ya Liao, Dr. Chih-Yu Hsu, Dr. Hsien-Hsin Chou, Ting-Hui Lee, Wei-Siang Kao and Prof. Dr. Jiann T. Lin

      Article first published online: 4 NOV 2013 | DOI: 10.1002/asia.201301228

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      Anchors aweigh! A series of new push–pull phenothiazine-based dyes featuring various π spacers and double acceptors/anchors have been synthesized, characterized, and used as sensitizers for dye-sensitized solar cells. The best power conversion efficiency of phenothiazine dye is nearly comparable with that of an N719-based standard cell.

    29. Natural Products

      Enantioselective Total Synthesis of Pinnaic Acid and Halichlorine (pages 367–375)

      Dr. Shu Xu, Daisuke Unabara, Prof. Dr. Daisuke Uemura and Prof. Dr. Hirokazu Arimoto

      Article first published online: 17 OCT 2013 | DOI: 10.1002/asia.201301248

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      Inspired by the sea: The total synthesis of the marine natural products pinnaic acid and halichlorine is achieved stereoselectively from (R)-pulegone, featuring as key steps a palladium-catalyzed trimethylenemethane (TMM) [3+2] cyclization; a Beckmann rearrangement; a one-pot, four-step hydrogenation–cyclization; and a reduced-pressure cross olefin metathesis reaction (see figure).

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