Recent Advances in N-Heterocyclic Carbene Coinage Metal Complexes in A3-Coupling and Carboxylation Reaction

Author:

D’Amato Assunta1ORCID,Sirignano Marco1,Russo Simona1ORCID,Troiano Rubina1ORCID,Mariconda Annaluisa2ORCID,Longo Pasquale1ORCID

Affiliation:

1. Department of Chemistry and Biology, University of Salerno, Via Giovanni Paolo II, 132, 84084 Fisciano, Italy

2. Department of Science, University of Basilicata, Viale dell’Ateneo Lucano, 10, 85100 Potenza, Italy

Abstract

Owing of their accessibility and wide range of reactivities, alkynes make for fascinating building blocks. Either a selective alkyne carbon-carbon triple bond reaction or activation of the terminal alkyne C-H bond may be employed to functionalize them. Monocationic coinage metal complexes with a d10 electronic configuration are effective catalysts for alkyne activation. Silver(I) and gold(I) N-heterocyclic (NHC) systems are emerging as promising catalysts in multicomponent alkyne activation reactions; this review paper focuses on A3 (aldehyde-amine-alkyne)-coupling reaction and carbon dioxide fixation, furnishing a systematic overview of the scientific advances achieved during the last two decades. This study will carefully compare the corresponding silver and gold complexes employed in the two processes. The differences in reaction routes brought about by the catalyst ligand structure will be investigated with an emphasis on evaluating the benefits provided by the easily tuneable NHC backbone, in terms of chemo- and stereo-selectivity.

Publisher

MDPI AG

Subject

Physical and Theoretical Chemistry,Catalysis,General Environmental Science

Reference83 articles.

1. Trost, B.M., and Li, C.-J. (2014). Modern Alkyne Chemistry, Wiley-VCH Verlag GmbH & Co. KGaA.

2. Recent Advances in the Functionalization of Terminal and Internal Alkynes;Ramani;Asian J. Org. Chem.,2022

3. Silver-Catalysed Reactions of Alkynes: Recent Advances;Fang;Chem. Soc. Rev.,2015

4. Harmata, M. (2010). Silver in Organic Chemistry, John Wiley & Sons, Inc.

5. Coinage Metal Catalyzed C−H Bond Functionalization of Hydrocarbons;Chem. Rev.,2008

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