Journal of Physical Organic Chemistry

Cover image for Vol. 25 Issue 7

Special Issue: New Directions in Physical Organic Chemistry

July 2012

Volume 25, Issue 7

Pages i–iii, 529–610

Issue edited by: A.E. Kaifer, R.R. Tykwinski

  1. Issue Information

    1. Top of page
    2. Issue Information
    3. Early Excellence Profiles
    4. Primers
    5. Special Issue Reviews
    6. Special Issue Articles
    7. Short Communications
    1. Issue Information (pages i–iii)

      Version of Record online: 13 JUN 2012 | DOI: 10.1002/poc.2984

  2. Early Excellence Profiles

    1. Top of page
    2. Issue Information
    3. Early Excellence Profiles
    4. Primers
    5. Special Issue Reviews
    6. Special Issue Articles
    7. Short Communications
  3. Primers

    1. Top of page
    2. Issue Information
    3. Early Excellence Profiles
    4. Primers
    5. Special Issue Reviews
    6. Special Issue Articles
    7. Short Communications
    1. Preface (page 530)

      Angel E. Kaifer and Rik R. Tykwinski

      Version of Record online: 13 JUN 2012 | DOI: 10.1002/poc.2983

  4. Special Issue Reviews

    1. Top of page
    2. Issue Information
    3. Early Excellence Profiles
    4. Primers
    5. Special Issue Reviews
    6. Special Issue Articles
    7. Short Communications
    1. Advances in bis(N-heterocyclic carbene) chemistry: new classes of structurally dynamic materials (pages 531–543)

      Bethany M. Neilson, Andrew G. Tennyson and Christopher W. Bielawski

      Version of Record online: 12 JAN 2012 | DOI: 10.1002/poc.1961

      Thumbnail image of graphical abstract

      The pursuit of structurally dynamic, conjugated materials based upon bis(N-heterocyclic carbenes) (NHCs) is highlighted. Synthetic methods for accessing ditopic NHCs were developed, and their propensities to undergo homopolymerization via dimerization and copolymerization via coupling with ditopic electrophiles or divalent transition metals were investigated. In addition to expanding the scope of carbene chemistry, these polymers represent significant advancements towards the realization of reversible, conjugated polymers.

  5. Special Issue Articles

    1. Top of page
    2. Issue Information
    3. Early Excellence Profiles
    4. Primers
    5. Special Issue Reviews
    6. Special Issue Articles
    7. Short Communications
    1. Solvent-dependent ground-state distributions in a donor–acceptor redox-active bistable [2]catenane (pages 544–552)

      Cheng Wang, Dennis Cao, Albert C. Fahrenbach, Lei Fang, Mark A. Olson, Douglas C. Friedman, Subhadeep Basu, Sanjeev K. Dey, Youssry Y. Botros and J. Fraser Stoddart

      Version of Record online: 4 JAN 2012 | DOI: 10.1002/poc.1960

      Thumbnail image of graphical abstract

      The solvent dependency of the ground state distribution and the electrochemical switching behavior in a redox-active bistable donor-acceptor [2]catenane, containing bisthiotetrathia fulvalene (STTFS) and 1,5-dioxynaphthalene (DNP) recognition sites incorporated within a macrocyclic polyether encircled by the cyclobis(paraquat-p-phenylene) (CBPQT4+) ring, has been investigated. In aqueous solvent, CBPQT4+ prefers to reside upon the STTFS unit, while in organic solvent the cyclophane shows little selectivity between the two stations. Entropy, rather than enthalpy, drives the changing ground-state distribution in differing solvent systems.

    2. Bowl-shaped carbocations: easy to produce, hard to reduce (pages 553–558)

      Cristina Dubceac, Alexander V. Zabula, Alexander S. Filatov, Fulvio Rossi, Piero Zanello and Marina A. Petrukhina

      Version of Record online: 6 JAN 2012 | DOI: 10.1002/poc.2900

      Thumbnail image of graphical abstract

      Functionalized corannulene cations [C20H10R]+ are prepared and investigated by single crystal X-ray diffraction, nuclear magnetic resonance and UV–Vis spectroscopies. Their first electrochemical study reveals that the reduction of cationic species is more difficult compared with the parent bowl.

    3. Dicyanoaromatic radical anions as mixed valence species (pages 559–565)

      Álvaro Moneo, M. Fernanda N. N. Carvalho and João P. Telo

      Version of Record online: 16 JAN 2012 | DOI: 10.1002/poc.2905

      Thumbnail image of graphical abstract

      Nine dicyanoaromatic radical anions were studied by visible/near infrared spectroscopy and found to be charge-delocalized mixed valence species, even the ones with bridges that are supposed to induce a small electronic coupling between cyanoaromatic units.

    4. Synthesis, structure and solid state properties of benzannulated phenalenyl based neutral radical conductor (pages 566–573)

      Pradip Bag, Mikhail E. Itkis, Sushanta K. Pal, Elena Bekyarova, Bruno Donnadieu and Robert C. Haddon

      Version of Record online: 16 FEB 2012 | DOI: 10.1002/poc.2906

      Thumbnail image of graphical abstract

      A stable benzannulated phenalenyl based organic neutral radical has been reported in which we identify the features that limit the conductivity of organic molecular solids. The radical exists as a π-dimer and the requisite C···C contacts between dimers are all larger than the sum of the van der Waals distances. The radical remains paramagnetic and the fraction of Curie spin available 0.55 per molecule. Pressed pellet conductivity measurements indicate a value of σRT = 0.5 × 10−6 S/cm.

    5. Photorepair of cyclobutane pyrimidine dimers by 8-oxopurine nucleosides (pages 574–577)

      Khiem Van Nguyen and Cynthia J. Burrows

      Version of Record online: 5 FEB 2012 | DOI: 10.1002/poc.2919

      Thumbnail image of graphical abstract

      The 8-oxopurine nucleosides were studied for their ability to mediate the photochemical (λ > 300 nm) reversion of cyclobutane pyrimidine dimers to their parent pyrimidines thymine and uracil. Despite overall low activity, the results are instructive concerning the role of pH and redox potential, and support the hypothesis that 8-oxopurine nucleosides may have played primordial roles as precursors to modern-day flavins in redox reactions of the RNA world.

    6. Excited state mixed valence in a dual-bridged three-chromophore system (pages 578–585)

      Marcelle Dibrelle, Ryan Hoekstra, Michael N. Weaver, Keiji Okada, Stephen F. Nelsen and Jeffrey I. Zink

      Version of Record online: 26 JAN 2012 | DOI: 10.1002/poc.2920

      Thumbnail image of graphical abstract

      The three-chromophore cation (left) has a symmetric charge distribution in its ground state and three equivalent charge-bearing units in its lowest excited state. Coupling between the three units occurs through the central nitrogen and pair-wise through the oxygen. The effects of the coupling on the electronic and resonance Raman spectra are interpreted using the neighboring orbital model.

    7. Construction of phthalocyanine-terminated polystyrene nanoarchitectures (pages 586–591)

      Femke de Loos, Gema de la Torre, Tomás Torres, Jeroen J. L. M. Cornelissen, Alan E. Rowan and Roeland J. M. Nolte

      Version of Record online: 29 FEB 2012 | DOI: 10.1002/poc.2927

      Thumbnail image of graphical abstract

      Polymerization of styrene by ATRP using a series of Zn(II) phthalocyanine initiators proceeds in a controlled fashion and yields well-defined Zn(II)Pc-polystyrene hybrids with low polydispersities which form well-organized nanoarchitectures.

    8. New guests for the cucurbit[8]uril host. Formation of G2H ternary complexes (pages 592–596)

      Sanem Senler, Lu Cui, Ana Michelle Broomes, Erika L. Smith, James N. Wilson and Angel E. Kaifer

      Version of Record online: 3 APR 2012 | DOI: 10.1002/poc.2928

      Thumbnail image of graphical abstract

      A set of 4-phenyl-pyridinium derivatives were prepared and characterized as guests for the cucurbit[8]uril molecular receptor. These guests were found to form stable ternary supramolecular complexes in which two identical guests share the space inside the host cavity.

    9. Incorporation of steroidal biomarkers into petroleum model compounds (pages 597–606)

      Alexander Scherer, Frank Hampel, Murray R. Gray, Jeffrey M. Stryker and Rik R. Tykwinski

      Version of Record online: 3 APR 2012 | DOI: 10.1002/poc.2931

      Thumbnail image of graphical abstract

      2, 3, 4-Substituted 5,6-benzoquinolines have been synthesized via the condensation reaction of an imine with 5-α-cholestan-3-one (Kozlov's procedure). With a steroid biomarker fused to the benzoquinoline core, the products serve as model compounds for components found in the heaviest fractions of petroleum (the asphaltenes). X-ray crystallography shows that packing appears dominated by the nature of the pendent substituent, while X-ray crystallography and circular dichroism spectroscopy suggest that the conjugated benzoquinoline group adopts a helical conformation.

  6. Short Communications

    1. Top of page
    2. Issue Information
    3. Early Excellence Profiles
    4. Primers
    5. Special Issue Reviews
    6. Special Issue Articles
    7. Short Communications
    1. Solid-state Bis-hexahapto-metal complexation of single-walled carbon nanotubes (pages 607–610)

      Feihu Wang, Mikhail E. Itkis, Elena Bekyarova, Santanu Sarkar, Xiaojuan Tian and Robert C Haddon

      Version of Record online: 1 JAN 2012 | DOI: 10.1002/poc.1959

      Thumbnail image of graphical abstract

      We report the effect of transition metal deposition on the conductivity of single-walled carbon nanotube (SWNT) networks. The slow evaporation of small amounts of highly mobile transition metal atoms significantly reduces the resistance of SWNT thin films; we suggest that Cr, Fe, and Ti atoms form bis-hexahapto complexes at the SWNT sidewalls, thereby bridging adjacent carbon nanotubes and reducing the inter-nanotube junction resistance.

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