European Journal of Inorganic Chemistry

Cover image for Vol. 2012 Issue 9

Special Issue: Organometallic Chemistry (Cluster Issue)

March 2012

Volume 2012, Issue 9

Pages 1291–1554

Issue edited by: Rinaldo Poli, Philippe Kalck

  1. Cover Picture

    1. Top of page
    2. Cover Picture
    3. Editorials
    4. Back Cover
    5. Graphical Abstract
    6. News
    7. Microreviews
    8. Short Communications
    9. Full Papers
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  2. Editorials

    1. Top of page
    2. Cover Picture
    3. Editorials
    4. Back Cover
    5. Graphical Abstract
    6. News
    7. Microreviews
    8. Short Communications
    9. Full Papers
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      Organometallics – A Mainstay of EurJIC (page 1291)

      Karen Hindson

      Version of Record online: 14 MAR 2012 | DOI: 10.1002/ejic.201290021

    2. You have free access to this content
      Organometallic Chemistry (pages 1292–1293)

      Rinaldo Poli and Philippe Kalck

      Version of Record online: 14 MAR 2012 | DOI: 10.1002/ejic.201290022

  3. Back Cover

    1. Top of page
    2. Cover Picture
    3. Editorials
    4. Back Cover
    5. Graphical Abstract
    6. News
    7. Microreviews
    8. Short Communications
    9. Full Papers
    1. You have free access to this content
  4. Graphical Abstract

    1. Top of page
    2. Cover Picture
    3. Editorials
    4. Back Cover
    5. Graphical Abstract
    6. News
    7. Microreviews
    8. Short Communications
    9. Full Papers
  5. News

    1. Top of page
    2. Cover Picture
    3. Editorials
    4. Back Cover
    5. Graphical Abstract
    6. News
    7. Microreviews
    8. Short Communications
    9. Full Papers
  6. Microreviews

    1. Top of page
    2. Cover Picture
    3. Editorials
    4. Back Cover
    5. Graphical Abstract
    6. News
    7. Microreviews
    8. Short Communications
    9. Full Papers
    1. Functionalized N-Heterocyclic Carbenes

      Cyclopentadienyl-, Indenyl- and Fluorenyl-Functionalized N-Heterocyclic Carbene Metal Complexes: Synthesis and Catalytic Applications (pages 1309–1318)

      Beatriz Royo and Eduardo Peris

      Version of Record online: 30 NOV 2011 | DOI: 10.1002/ejic.201100990

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      This microreview focuses on the preparation of new N-heterocyclic carbenes linked to cyclopentadienyl-, indenyl-, and fluorenyl rings and their coordination to early and late transition metals. Several catalytic applications of the new metal complexes are described.

    2. Strained ansa-Complexes

      [n]Borametalloarenophanes (n = 1, 2): Strained Systems with Uncommon Reactivity Patterns (pages 1319–1332)

      Holger Braunschweig and Thomas Kupfer

      Version of Record online: 27 OCT 2011 | DOI: 10.1002/ejic.201100609

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      In recent years, the chemistry of strained [n]metalloarenophanes successfully crossed the borderline between fundamental research to an application-inspired approach. In this regard, boron-bridged ansa-systems have proven highly valuable in unveiling unprecedented reaction pathways and infunctioning as suitable reagents in further derivatization reactions of simple (in)organic substrates. This Microreview provides a comprehensive overview on the chemistry of these highly strained organometallic species.

  7. Short Communications

    1. Top of page
    2. Cover Picture
    3. Editorials
    4. Back Cover
    5. Graphical Abstract
    6. News
    7. Microreviews
    8. Short Communications
    9. Full Papers
    1. Homogeneous Iron Catalysis

      Cyclopentadienyl–NHC Iron Complexes for Solvent-Free Catalytic Hydrosilylation of Aldehydes and Ketones (pages 1333–1337)

      David Bézier, Fan Jiang, Thierry Roisnel, Jean-Baptiste Sortais and Christophe Darcel

      Version of Record online: 14 OCT 2011 | DOI: 10.1002/ejic.201100762

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      Cp–NHC piano-stool iron complexes were found to be efficient catalysts for the hydrosilylation of aldehydes and ketones under solvent-free conditions and by activation by light irradiation. An acceleration of the rate of the reaction was observed under neat conditions relative to those for the reactions in toluene or THF.

    2. Gold Chemistry

      Unexpected Outcomes of the Oxidation of (Pentafluorophenyl)triphenylphosphanegold(I) (pages 1338–1341)

      Manuel Hofer and Cristina Nevado

      Version of Record online: 28 NOV 2011 | DOI: 10.1002/ejic.201100956

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      We have studied the oxidation of electron deficient [Au(C6F5)(PPh3)] in the presence of PhI(Cl)2, PhI(OAc)2, and Selectfluor. cis-[Au(C6F5)2Cl(PPh3)] was obtained in the reaction with PhI(OAc)2, which points towards the oxidation of the starting complex to gold(III) followed by gold(I)/gold(III) transmetalation or a ligand exchange pathway.

    3. Organometallic Porous Networks

      Unique Type of BF2-Capped Tetraoxobenzene π-Complexes of “Cp*M”: Novel Organometallic Backbones for the Self-Assembly of Porous Networks (pages 1342–1346)

      Jamal Moussa, Aurélie Damas, Lise-Marie Chamoreau, Marie Noelle Rager and Hani Amouri

      Version of Record online: 24 OCT 2011 | DOI: 10.1002/ejic.201100927

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      A unique type of Cp*M (π-arene) {M = Rh (2a); M = Ir (2b)} complexes of a bis-BF2-capped tetraoxobenzene is described. Such organometallic backbones possess a peculiar zwitterionic nature. As a consequence, they self-assemble to give a rare example of porous 3D networks.

    4. Hexaphosphine Complexes

      Hexaphosphine: A Multifaceted Ligand for Transition Metal Coordination (pages 1347–1352)

      Radomyr V. Smaliy, Matthieu Beaupérin, Arnaud Mielle, Philippe Richard, Hélène Cattey, Aleksandr N. Kostyuk and Jean-Cyrille Hierso

      Version of Record online: 15 DEC 2011 | DOI: 10.1002/ejic.201101142

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      The synthesis of the first hexadentate ferrocenyl polyphosphane, 1,1′,2,2′,4,4′-hexakis(diphenylphosphanyl)ferrocene (Hexaphosphine), is reported. The versatile coordination of this polydentate ligand was established by the formation of surprising binuclear group 6, 9 and 10 transition metal complexes.

    5. Oxidoorganorhenium Compounds

      Synthesis and Characterization of Dioxidodiphenylrhenium(VII) Propionate (pages 1353–1357)

      Stefan Huber, Mirza Cokoja, Markus Drees, Wolfgang A. Herrmann and Fritz E. Kühn

      Version of Record online: 25 OCT 2011 | DOI: 10.1002/ejic.201100919

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      The reaction of (μ-propionato)trioxidorhenium with phenylzinc acetate does not lead to the expected compound phenyltrioxidorhenium, but rather to the new complex dioxidodiphenylrhenium(VII) propionate. This compound is highly sensitive to air, moisture, and light, and it is stable only below 0 °C. It has been fully characterized by means of single-crystal X-ray diffraction and NMR spectroscopy.

  8. Full Papers

    1. Top of page
    2. Cover Picture
    3. Editorials
    4. Back Cover
    5. Graphical Abstract
    6. News
    7. Microreviews
    8. Short Communications
    9. Full Papers
    1. Hydroalumination/Carbalumination

      Hydroalumination of Bis(alkynyl)silanes: Generation of Chelating Lewis Acids, Their Application in the Coordination of Chloride Ions and a 1,1-Carbalumination Reaction (pages 1359–1368)

      Werner Uhl, Denis Heller, Jutta Kösters, Ernst-Ulrich Würthwein and Nugzar Ghavtadze

      Version of Record online: 7 NOV 2011 | DOI: 10.1002/ejic.201100890

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      Chelating Lewis acids containing two coordinatively unsaturated, tricoordinate aluminium atoms were obtained from a facile route by the twofold hydroalumination of dialkynylsilanes. An intermediately formed alkenyl–alkynylsilane gave a silacyclobutene derivative by 1,1-carbalumination.

    2. Structure Elucidation

      The Question of cis versus trans Configuration in Octahedral Metal Diketonates: An In-Depth Investigation on Diorganobis(4-acyl-5-pyrazolonato)tin(IV) Complexes (pages 1369–1379)

      Francesco Caruso, Eric J. Chan, John V. Hanna, Fabio Marchetti, Claudio Pettinari, Corrado Di Nicola, Riccardo Pettinari, Adriano Pizzabiocca, Gregory J. Rees, David Quigley, Miriam Rossi, Brian W. Skelton, Alexandre N. Sobolev and Allan H. White

      Version of Record online: 17 JAN 2012 | DOI: 10.1002/ejic.201101050

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      Diorganobis(4-acyl-5-pyrazolonato)tin(IV) complexes have been synthesized and characterized spectroscopically (IR, far-IR, 1H, 13C and 119Sn NMR) and structurally (X-ray) to gain further insight into the cis versus trans configuration in octahedral metal diketonates.

    3. Gold Catalysis

      Catalytic Hydrocarbon Functionalization with Gold Complexes Containing N-Heterocyclic Carbene Ligands with Pendant Donor Groups (pages 1380–1386)

      Manuela Delgado-Rebollo, Álvaro Beltrán, Auxiliadora Prieto, M. Mar Díaz-Requejo, Antonio M. Echavarren and Pedro J. Pérez

      Version of Record online: 9 JAN 2012 | DOI: 10.1002/ejic.201101158

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      Gold-based catalysts containing NHC ligands with potentially coordinating pendant groups have been tested in the functionalization of Cmath image–H and Cmath image–H bonds by carbene insertion from ethyl diazoacetate, showing moderate catalytic activity.

    4. Palladium Complexes

      Synthetic, Structural, and Catalytic Studies of Well-Defined Allyl 1,2,3-Triazol-5-ylidene (tzNHC) Palladium Complexes (pages 1387–1393)

      Takahiro Terashima, Sayuri Inomata, Kenichi Ogata and Shin-ichi Fukuzawa

      Version of Record online: 8 FEB 2012 | DOI: 10.1002/ejic.201101383

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      A series of (η3-allyl)palladium complexes bearing 1,2,3-triazole carbene (tzNHC) ligands has been prepared and characterized. The donor properties of tzNHC ligands are stronger than those of imidazole carbene ligands. The [1,4-bis(2,6-diisopropylphenyl)-3-methyl-1,2,3-triazol-5-ylidene](cinnamyl)PdCl complex shows high activity in the room-temperature Suzuki–Miyaura coupling reaction with aryl chlorides.

    5. Abnormal Carbene Complexes

      Chelating C4-Bound Imidazolylidene Complexes through Oxidative Addition of Imidazolium Salts to Palladium(0) (pages 1394–1402)

      Anneke Krüger, Evelyne Kluser, Helge Müller-Bunz, Antonia Neels and Martin Albrecht

      Version of Record online: 10 NOV 2011 | DOI: 10.1002/ejic.201100940

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      Oxidative addition of 4-iodoimidazolium salts to low-valent palladium(0) provides access to abnormal NHC–palladium complexes without requiring protection of the C2 position. Hence, this site is available for further functionalisation which allows, for example, dimetallic complexes to be prepared.

    6. Carbonylation of Methanol

      Mechanistic Study of the Oxidative Carbonylation of Methanol Catalyzed by Palladium Diphosphane Complexes with Nitrobenzene as Oxidant (pages 1403–1412)

      Tiddo J. Mooibroek, Elisabeth Bouwman and Eite Drent

      Version of Record online: 10 FEB 2012 | DOI: 10.1002/ejic.201101354

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      The catalytic reactivity of palladium complexes having bidentate diarylphosphane ligands was studied in the oxidativecarbonylation of methanol to dimethylcarbonate (DMC) and dimethyl oxalate (DMO) with nitrobenzene as terminal oxidant. Nitrobenzene can be reduced to aniline by the hydrogen atoms liberated, and thus a catalytic coupling between methanol oxidation and nitrobenzene hydrogenation is established.

    7. Ring-Expanded NHCs

      Group 10 Metal Complexes of a Ferrocene-Based N-Heterocyclic Carbene: Syntheses, Structures and Catalytic Applications (pages 1413–1422)

      Ulrich Siemeling, Christian Färber, Clemens Bruhn, Sven Fürmeier, Tim Schulz, Michael Kurlemann and Sandra Tripp

      Version of Record online: 17 OCT 2011 | DOI: 10.1002/ejic.201100856

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      Despite its unusual reactivity in small-molecule activation, the coordination chemistry of the ferrocene-based N-heterocyclic carbene 1-Np is well-behaved, which allows easy access to catalytically competent PdII complexes whose performance in cross-coupling reactions rivals that of its analogues, which contain an established tetrahydropyrimidine-based ring-expanded NHC.

    8. NHC-Palladium Complexes

      Straightforward Synthesis of Dipyrido-Annelated NHC-Palladium(II) Complexes by Oxidative Addition (pages 1423–1429)

      Verena Gierz, Alexander Seyboldt, Cäcilia Maichle-Mössmer, Roland Fröhlich, Frank Rominger and Doris Kunz

      Version of Record online: 17 JAN 2012 | DOI: 10.1002/ejic.201100905

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      The straightforward synthesis of mixed dipyrido NHC-phosphane PdII complexes by the oxidative addition of 6-bromodipyridoimidazolium salts is presented. This procedure avoids any transmetallation step orformation of a free carbene. Synthesis of the brominated starting material can easily be achieved by reaction of the corresponding imidazolium or benzoylimidazolium salt with bromine.

    9. Fluorination Reactions

      Synthesis, Structure and Reactivity of Iridium Hydrido Fluorido Complexes (pages 1430–1436)

      Paul Kläring, Ann-Katrin Jungton, Thomas Braun and Carsten Müller

      Version of Record online: 21 DEC 2011 | DOI: 10.1002/ejic.201100917

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      The oxidative addition of HF at trans-[Ir(4-C5NF4)(η2-C2H4)(PiPr3)2] affords the fluorido complex trans-[Ir(4-C5NF4)(F)(H)(PiPr3)2], which exhibits a square-pyramidal configuration. The latter reacts with acetyl chloride to yield acetyl fluoride and trans-[Ir(4-C5NF4)(Cl)(H)(PiPr3)2].

    10. Carbene Polymerization

      Synthesis and Reactivity of Ester-Functionalized 5-Membered RhI2-C,O-Chelates and Their Relevance in Rh(cod)-Mediated Carbene Polymerization (pages 1437–1444)

      Markus Finger, Martin Lutz, Joost N. H. Reek and Bas de Bruin

      Version of Record online: 23 DEC 2011 | DOI: 10.1002/ejic.201100981

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      Rhodium chelate complexes where the β-ester group of the growing polymer chain is involved in backbonding to the metal are the predicted intermediates in the polymerization of the diazoesters. The RhI(cod) species of this type proved to be unstable and reacted by means of C–H activation to form dinuclear complexes. The implications for catalysis in the carbene polymerization reactions were investigated.

    11. Acyl Complexes

      New Acylhydrido- and Diacylrhodium(III) Organocomplexes Derived from 8-Quinolinecarbaldehyde and/or o-(Diphenylphosphanyl)benzaldehyde (pages 1445–1452)

      Montserrat Barquín, María A. Garralda, Ricardo Hernández, Lourdes Ibarlucea, Claudio Mendicute-Fierro, M. Carmen Torralba, M. Rosario Torres, Virginia San Nacianceno and Itziar Zumeta

      Version of Record online: 14 DEC 2011 | DOI: 10.1002/ejic.201100904

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      Hydridoacylrhodium(III) (1) reacts with chelating ligands to afford new neutral acylhydrido complexes with hydride trans to chloride. The reaction with 8-quinolinecarbaldehyde affords a diacyl compound, which may give cationic diacyl derivatives with donor atoms trans to the acyl groups.

    12. Variable Coordination Modes

      Rhodium (Thiophosphinoyl)(trimethylsilyl)methanide and Bis(thiophosphinoyl)methanide Complexes: S~S vs. C~S Coordination (pages 1453–1461)

      Hadrien Heuclin, Sophie Carenco, Xavier-Frédéric Le Goff and Nicolas Mézailles

      Version of Record online: 27 JAN 2012 | DOI: 10.1002/ejic.201101073

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      The reactions of mono and bis(thiophosphinoyl)methanides with an RhI precursor yielded tetracoordinate RhI complexes in which different coordination modes of the ligands have been observed.

      Corrected by:

      Correction: Rhodium (Thiophosphinoyl)(trimethylsilyl)methanide and Bis(thiophosphinoyl)methanide Complexes: S~S vs. C~S Coordination

      Vol. 2012, Issue 13, 2320, Version of Record online: 28 MAR 2012

    13. Iridium Complexes

      An NMR Study of the Oxidative Degradation of Cp*Ir Catalysts for Water Oxidation: Evidence for a Preliminary Attack on the Quaternary Carbon Atom of the ­–C–CH3 Moiety (pages 1462–1468)

      Cristiano Zuccaccia, Gianfranco Bellachioma, Sandra Bolaño, Luca Rocchigiani, Arianna Savini and Alceo Macchioni

      Version of Record online: 30 NOV 2011 | DOI: 10.1002/ejic.201100954

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      Degradation of water oxidation catalysts, featuring the IrCp* unit, proceeds through the initial functionalization of a quaternary carbon atom (C-attack) of the Cp* –C–CH3 moiety, which is likely followed by substitution of a hydrogen atom by –OR (H-attack, R = H or OH).

    14. Multimetallic Complexes

      Synthesis of Ir[μ2-(N-N)]M (M = Ir and Ru) Homo- and Heterobimetallic Complexes through a Condensation Reaction of N-Amino and Formyl Groups Bound to Mononuclear (ηn-CnMen)M Units (n = 5 for M = Ir; n = 6 for M = Ru) (pages 1469–1476)

      Keisuke Nakao, Gyeongshin Choi, Yuki Konishi, Hayato Tsurugi and Kazushi Mashima

      Version of Record online: 7 DEC 2011 | DOI: 10.1002/ejic.201100925

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      We prepared Cp*Ir (Cp* = η5-pentamethylcyclopentadienyl) complexes with amino and formyl functionalities at the ligand backbone. Ir2 complexes were isolated by the condensation reaction of an Ir complex with an N-NH2 group and dialdehydes. Heterodinuclearization was accomplished by the condensation reaction of an Ir complex with a formyl group and a Ru complex with an N-NH2 moiety.

    15. Catalytic Ruthenium Complexes

      Synthesis of Stable Ruthenium Olefin Metathesis Catalysts with Mixed Anionic Ligands (pages 1477–1484)

      Rafał Gawin and Karol Grela

      Version of Record online: 31 JAN 2012 | DOI: 10.1002/ejic.201101048

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      Ruthenium carboxylate complexes that contain an iodide ligand exhibit remarkable stability. Such complexes can be activated by various acids (HA) to form mixed ligand catalysts 12, which are active in metathesis reactions and possess a diminished tendency for anionic ligand exchange.

    16. Ruthenium–Arene Complexes

      Arene Exchange in the Ruthenium–Naphthalene Complex [CpRu(C10H8)]+ (pages 1485–1492)

      Dmitry S. Perekalin, Eduard E. Karslyan, Pavel V. Petrovskii, Alexandra O. Borissova, Konstantin A. Lyssenko and Alexander R. Kudinov

      Version of Record online: 23 NOV 2011 | DOI: 10.1002/ejic.201100928

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      The readily available ruthenium–naphthalene complex 1 undergoes arene exchange under both thermal and photochemical conditions to give a variety of complexes 2 in high yield.

    17. Metal–Ligand Interactions

      Ruthenium Acetate Complexes as Versatile Probes of Metal–Ligand Interactions: Insight into the Ligand Effects of Vinylidene, Carbene, Carbonyl, Nitrosyl and Isocyanide (pages 1493–1506)

      Christine E. Welby, Thomas O. Eschemann, Christopher A. Unsworth, Elizabeth J. Smith, Robert J. Thatcher, Adrian C. Whitwood and Jason M. Lynam

      Version of Record online: 21 DEC 2011 | DOI: 10.1002/ejic.201100931

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      The complex cis-[Ru(κ2-OAc)2(PPh3)2] acts as a precursor for the formation of the complexes trans-[Ru(κ1-OAc)(κ2-OAc)L(PPh3)2] where L is a two-electron donor, σ-donor/π-acceptor ligand. The structural and spectroscopic data of these species provide insight into the relative electron demand of the ligands L.

    18. Grubbs Catalysts

      The Nature of the Barrier to Phosphane Dissociation from Grubbs Olefin Metathesis Catalysts (pages 1507–1516)

      Yury Minenkov, Giovanni Occhipinti, Wouter Heyndrickx and Vidar R. Jensen

      Version of Record online: 21 DEC 2011 | DOI: 10.1002/ejic.201100932

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      A DFT model validated against Ru–P bond energies from gas-phase MS experiments on Grubbs olefin metathesis catalysts also offers, in conjunction with an implicit solvent model, high accuracy for the corresponding dissociation barriers in solution. The accurate description is used to extrapolate information about the different components of the barriers.

    19. Organometallic Catalysis

      Synthesis of β-Hydroxy and β-Amino Ketones from Allylic Alcohols Catalyzed by Ru(η5-C5Ph5)(CO)2Cl (pages 1517–1530)

      Agnieszka Bartoszewicz, Martina M. Jeżowska, Kévin Laymand, Juri Möbus and Belén Martín-Matute

      Version of Record online: 29 DEC 2011 | DOI: 10.1002/ejic.201101014

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      β-Hydroxy and β-amino ketones are synthesized from allylic alcohols and aldehydes or imines, respectively. The coupling reaction is catalyzed by Ru(η5-C5Ph5)(CO)2Cl. Mechanistic investigations support a mechanism via ruthenium alkoxide intermediates.

    20. Cytotoxic Diruthenium Complexes

      Thiolato-Bridged Arene–Ruthenium Complexes: Synthesis, Molecular Structure, Reactivity, and Anticancer Activity of the Dinuclear Complexes [(arene)2Ru2(SR)2Cl2] (pages 1531–1535)

      Anne-Flore Ibao, Michaël Gras, Bruno Therrien, Georg Süss-Fink, Olivier Zava and Paul J. Dyson

      Version of Record online: 16 DEC 2011 | DOI: 10.1002/ejic.201101057

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      Treatment of p-cymene–ruthenium dichloride dimer with aliphatic thiols to give cationic trithiolato–diruthenium complexes was shown to proceed through the intermediacy of the corresponding neutral dithiolato complexes.

    21. Chromium Monoacetylide

      Dinuclear and Mononuclear Chromium Acetylide Complexes (pages 1536–1545)

      Carolina Egler-Lucas, Olivier Blacque, Koushik Venkatesan, Alberto López-Hernández and Heinz Berke

      Version of Record online: 2 DEC 2011 | DOI: 10.1002/ejic.201100929

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      Chromium dinuclear complexes bridged by C4 units were obtained in good yields. Physical studies done on the dinuclear complexes revealed a class-I behavior(Robin–Day classification). Related mononuclear chromium monoacetylide complexes were also accessible.

    22. Frustrated Lewis Pairs

      Cationic Group 4 Metallocene–(o-Phosphanylaryl)oxido Complexes: Synthetic Routes to Transition-Metal Frustrated Lewis Pairs (pages 1546–1554)

      Andy M. Chapman, Mairi F. Haddow and Duncan F. Wass

      Version of Record online: 9 DEC 2011 | DOI: 10.1002/ejic.201100968

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      Synthetic routes to transition-metal-containing frustrated Lewis pairs based on cationic group 4 metallocene–(o-phosphanylaryl)oxido compounds [CpR2M(OPR2)][WCA] [CpR = Cp or Cp*; OPR2 = o-OC6H4(PtBu)2, OCMe2CH2(PtBu)2 or OC(CF3)2CH2(PtBu)2; M = Ti, Zr, Hf; WCA = weakly coordinating anion) are described.

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