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Cited by 480

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A bonding model for gold(I) carbene complexes

Open access
Benitez, Diego, Shapiro, Nathan D., Tkatchouk, Ekaterina, Wang, Yiming, Goddard, William A., Toste, F. Dean·2009·Nature Chemistry

Abstract

The last decade has witnessed dramatic growth in the number of reactions catalyzed by electrophilic gold complexes. While proposed mechanisms often invoke the intermediacy of gold-stabilized cationic species, the nature of bonding in these intermediates remains unclear. Herein, we propose that the carbon-gold bond in these intermediates is comprised of varying degrees of both σ and π-bonding; however, the overall bond order is generally less than or equal to unity. The bonding in a given gold-stabilized intermediate, and the position of this intermediate on a continuum ranging from gold-stabilized singlet carbene to gold-coordinated carbocation, is dictated by the carbene substituents and the ancillary ligand. Experiments show that the correlation between bonding and reactivity is reflected in the yield of gold-catalyzed cyclopropanation reactions.

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Metadata

Authors
Benitez, D., Shapiro, N. D., Tkatchouk, E., Wang, Y., Goddard, W. A., & Toste, F. D.
Venue
Nature Chemistry
Published
2009-08-16
Volume
1
Issue
6
Pages
482-486
ISSN
  • 1755-4330 (ISSN-L)
  • 1755-4349
OpenAlex
W2165684207
Cited by
480
References
1
FWCI
24.74
Type
journal article
Language
en
Open access
green

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CoChat. (2026). Citation check: A bonding model for gold(I) carbene complexes. https://app.cochat.ai/papers/10.1038/nchem.331
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Benitez, D., Shapiro, N. D., Tkatchouk, E., Wang, Y., Goddard, W. A., & Toste, F. D. (2009). A bonding model for gold(I) carbene complexes. Nature Chemistry. https://doi.org/10.1038/nchem.331

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