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A new carbon-hydrogen bond activation reaction: stereospecific abstraction of vinylic protons from rhenium alkene complexes [(.eta.5-C5H5)Re(NO)(PPh3)(H2C:CHR)]+ BF4- by the base tert-BuO-K+

Cite this: Organometallics 1990, 9, 11, 2884–2886
Publication Date (Print):November 1, 1990
https://doi.org/10.1021/om00161a016
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    Cited By

    This article is cited by 15 publications.

    1. Christine Hahn. Structural Investigations of Platinum(II) Styrene and Styryl Complexes and Mechanistic Study of Vinylic Deprotonation. Organometallics 2010, 29 (6) , 1331-1338. https://doi.org/10.1021/om900482k
    2. Paul R. Elowe, Nathan M. West, Jay A. Labinger and John E. Bercaw. Transformations of Group 7 Carbonyl Complexes: Possible Intermediates in a Homogeneous Syngas Conversion Scheme. Organometallics 2009, 28 (21) , 6218-6227. https://doi.org/10.1021/om900804j
    3. Trevor W. Hayton,, Peter Legzdins, and, W. Brett Sharp. Coordination and Organometallic Chemistry of Metal−NO Complexes. Chemical Reviews 2002, 102 (4) , 935-992. https://doi.org/10.1021/cr000074t
    4. Carmen R. Barone, Michele Benedetti, Vita M. Vecchio, Francesco P. Fanizzi, Luciana Maresca, Giovanni Natile. New chemistry of olefin complexes of platinum(ii) unravelled by basic conditions: synthesis and properties of elusive cationic species. Dalton Transactions 2008, 103 (39) , 5313. https://doi.org/10.1039/b804849e
    5. Giuseppe Lorusso, Giovanni Boccaletti, Nicola G. Di Masi, Francesco P. Fanizzi, Luciana Maresca, Giovanni Natile. Vinylic Deprotonation in the Coordination Sphere of Platinum( II ): Regioselective Formation of Alkenyl Complexes. European Journal of Inorganic Chemistry 2004, 2004 (24) , 4751-4754. https://doi.org/10.1002/ejic.200400512
    6. Charles P. Casey, Stefan Kraft, Douglas R. Powell, Michael Kavana. Reaction of rhenium alkynyl carbene complexes with tertiary phosphines produces dihydrophospholium rhenium complexes by a formal CH insertion process. Journal of Organometallic Chemistry 2001, 617-618 , 723-736. https://doi.org/10.1016/S0022-328X(00)00733-6
    7. Helmut Werner, Justin Wolf, Angelika Nessel, Arno Fries, Bernd Stempfle, Oliver Nürnberg. Novel binuclear doubly vinyl-bridged iridium complexes formed by olefinic C—H activation. Canadian Journal of Chemistry 1995, 73 (7) , 1050-1057. https://doi.org/10.1139/v95-130
    8. Tang-Sheng Peng, Atta M. Arif, J. A. Gladysz. Nucleophilic additions to the chiral rhenium alkene complexes [Re(η 5 -C 5 H 5 )(NO)(PPh 3 )(H 2 CCHR)]BF 4 (R = H, Me, CH 2 CH 2 Me, Ph or CH 2 Ph): regio-, diastereo- and enantio-selectivities. J. Chem. Soc., Dalton Trans. 1995, 300 (11) , 1857-1865. https://doi.org/10.1039/DT9950001857
    9. Christophe Roger, Tang-Sheng Peng, J.A. Gladysz. Synthesis and reactivity of bridging bis(alkyl) and bis(alkylidene) complexes derived from the chiral rhenium fragment [η5-C5H5)Re(NO)(PPh3)]+. Journal of Organometallic Chemistry 1992, 439 (2) , 163-175. https://doi.org/10.1016/0022-328X(92)80227-O
    10. Tang‐Sheng Peng, Atta M. Arif, John A. Gladysz. Thermodynamic Enantioface‐Binding Selectivities of Monosubstituted Alkenes to a Highly Discriminating Chiral Transition ‐Metal Lewis Acid; equilibration of diastereoisomeric (cyclopentadienyl)(alkene)(nitrosyl)(triphenylphosphine)rhenium complexes ([Re(η 5 –C 5 H 5 )(CH 2 = CHR)(NO) (PPh 3 )] + BF). Helvetica Chimica Acta 1992, 75 (2) , 442-456. https://doi.org/10.1002/hlca.19920750204
    11. Francine Agbossou, Edward J. O'Connor, Charles M. Garner, N. Quirós Méndez, Jesús M. Fernández, Alan T. Patton, James A. Ramsden, J. A. Gladysz, Joseph M. O'Connor, Tracy Tajima, Kevin P. Gable. Cyclopentadienyl Rhenium Complexes. 1992, 211-225. https://doi.org/10.1002/9780470132609.ch51
    12. Angelika Nessel, Oliver Nürnberg, Justin Wolf, Helmut Werner. Zweifach Vinyl‐verbrückte Ir 2 ‐Komplexe durch C‐H‐Aktivierung. Angewandte Chemie 1991, 103 (8) , 999-1000. https://doi.org/10.1002/ange.19911030824
    13. Angelika Nessel, Oliver Nürnberg, Justin Wolf, Helmut Werner. Formation of Doubly Vinyl‐Bridged Binuclear Iridium Complexes by C‐H Activation. Angewandte Chemie International Edition in English 1991, 30 (8) , 1006-1008. https://doi.org/10.1002/anie.199110061
    14. James J. Kowalczyk, Atta M. Arif, J. A. Gladysz. Synthesis, Structure, and Reactivity of Chiral Rhenium Cycloalkene Complexes of the Formula ; Facile Vinylic Deprotonation of a Coordinated Alkene. Chemische Berichte 1991, 124 (4) , 729-742. https://doi.org/10.1002/cber.19911240410
    15. T.‐S. PENG, J. A. GLADYSZ. ChemInform Abstract: A New Carbon‐Hydrogen Bond Activation Reaction: Stereospecific Abstraction of Vinylic Protons from Rhenium Alkene Complexes ((η5‐ C5H5)Re(NO)(PPh3)(H2C=CHR))+BF‐ 4 by the Base tBuO‐K+.. ChemInform 1991, 22 (9) https://doi.org/10.1002/chin.199109058