Cyclic (Alkyl)- and (Aryl)-(amino)carbene Coinage Metal Complexes and Their Applications

Jazzar, Rodolphe; Soleilhavoup, Michele; Bertrand, Guy

doi:10.1021/acs.chemrev.0c00043

Cyclic (Alkyl)- and (Aryl)-(amino)carbene Coinage Metal Complexes and Their Applications

Journal Article · Thu Apr 02 00:00:00 EDT 2020 · Chemical Reviews

DOI:https://doi.org/10.1021/acs.chemrev.0c00043· OSTI ID:1773893

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Univ. of California, San Diego, La Jolla, CA (United States); UCSD
Univ. of California, San Diego, La Jolla, CA (United States)

Cyclic (alkyl)- and (aryl)-(amino)carbenes (CAACs and CAArCs) are stronger σ-donors and π-acceptors than imidazol-2-ylidenes and imidazolidin-2-ylidenes, the well-known N-heterocyclic carbenes (NHCs). Consequently, they form strong bonds with coinage metals and stabilize both low and high oxidation states. This Review shows that CAACs and CAArCs have allowed for the isolation of copper and gold complexes that were believed to be only transient intermediates. Here, this has not only allowed for a better understanding of the mechanism of known processes but has also led to the development of novel coinage metal-catalyzed reactions. In addition to their role in homogeneous catalysis, CAAC and CAArC coinage metal complexes have recently found applications in medicinal chemistry, as well as in materials science. When possible, the performance of CAAC and CAArC ligands are compared with those of classical NHCs.

View Accepted Manuscript (DOE)

Research Organization:: Univ. of California, San Diego, La Jolla, CA (United States)

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES)

Grant/Contract Number:: SC0009376

OSTI ID:: 1773893

Journal Information:: Chemical Reviews, Journal Name: Chemical Reviews Journal Issue: 9 Vol. 120; ISSN 0009-2665

Publisher:: American Chemical SocietyCopyright Statement

Country of Publication:: United States

Language:: English

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