Alkylpalladium N-Heterocyclic Carbene Complexes: Synthesis, Reactivity, and Catalytic Properties

Oriana Esposito; Pedro M. P. Gois; Alexandra K. de K. Lewis; Stephen Caddick; F. Geoffrey N. Cloke; Peter B. Hitchcock

doi:10.1021/om800455h

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Alkylpalladium N-Heterocyclic Carbene Complexes: Synthesis, Reactivity, and Catalytic Properties

Journal article

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Alkylpalladium N-Heterocyclic Carbene Complexes: Synthesis, Reactivity, and Catalytic Properties

Oriana Esposito, Pedro M. P. Gois, Alexandra K. de K. Lewis, Stephen Caddick, F. Geoffrey N. Cloke and Peter B. Hitchcock

Organometallics, Vol.27(24), pp.6411-6418

22/12/2008

DOI: https://doi.org/10.1021/om800455h

Abstract

Chemistry

Chemistry, Inorganic & Nuclear

Chemistry, Organic

Physical Sciences

Science & Technology

The dimers [trans-[(neopentyl)Pd(mu-Cl)(I(t)lBu)](2), 2, and (cis-[(neopentyl)Pd(mu-Cl)(IPr)](2), 3 ((IBu)-Bu-t = 1,3-bis-tert-butylimidazol-2-ylidene, IPr = 1,3-bis-2,6-diidopropylimidazol-2-ylidene), have been synthesized from [Pd(neopentyl)(Cl)(1,5-COD)], and their reactivity toward a variety of nucleophiles has been evaluated. In particular, this study revealed that 2 can be readily cleaved by primary and secondary amines, affording stable transamination products, which are surprisingly resistant to deprotonation. Dimer 3 was subsequently used as a catalyst in a series of Buchwald-Hartwig amination reactions of aryl chlorides.

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Title: Alkylpalladium N-Heterocyclic Carbene Complexes: Synthesis, Reactivity, and Catalytic Properties
Creators: Oriana Esposito - University of Sussex
Pedro M. P. Gois - University of Sussex
Alexandra K. de K. Lewis - UCL, Dept Chem, London WC1H OAJ, England
Stephen Caddick - University of Sussex
F. Geoffrey N. Cloke - University of Sussex
Peter B. Hitchcock - University of Sussex
Publication Details: Organometallics, Vol.27(24), pp.6411-6418
Publisher: Amer Chemical Soc
Number of pages: 8
Date published: 22/12/2008
Grant note: EPSRC; UK Research & Innovation (UKRI); Engineering & Physical Sciences Research Council (EPSRC) PTDC/QUI/66695/2006; SFRH/BPD/18624/2004 / Fundao para a Cincia e a Tecnologia; Fundacao para a Ciencia e a Tecnologia (FCT) SFRH/BPD/18624/2004; PTDC/QUI/66695/2006 / FEDER; European Commission; Spanish Government POCI 2010 / Fundacao para a Ciencia e Tecnologia; Fundacao para a Ciencia e a Tecnologia (FCT) GR/T09590/01 / Engineering and Physical Sciences Research Council; UK Research & Innovation (UKRI); Engineering & Physical Sciences Research Council (EPSRC)
Identifiers: 99783024502346
Academic Unit: Research Strategy
Language: English
Resource Type: Journal article

Alkylpalladium N-Heterocyclic Carbene Complexes: Synthesis, Reactivity, and Catalytic Properties

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