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Au(I)-complexes ligated by hybrid P,S,N-ligands as the efficient catalysts for hydration of phenylacetylene

Paper ID Volume ID Publish Year Pages File Format Full-Text
49925 46773 2015 5 PDF Available
Title
Au(I)-complexes ligated by hybrid P,S,N-ligands as the efficient catalysts for hydration of phenylacetylene
Abstract

•Syntheses of the hybrid P,N,S-ligands•Syntheses of the mononuclear Au(I)-complexes ligated by the hybrid P,N,S-ligands•Au(I)-complexes as the efficient catalysts for hydration of phenylacetylene

The incorporation of –PPh2 group in the parent molecule of 1-(thiazol-2′-yl)-imidazole afforded the hybrid P,S,N-ligands of 1 and 2 respectively. The former was quarternized by MeOTf to give the ionic hybrid P,S-ligand of 1′. The single crystal X-ray diffraction analyses of the corresponding mono-nuclear Au(I)-complexes of 1A and 2A indicate that the Au(I)-centered vectors in each are in a slightly distorted linear configuration, in which Au(I) center is diagonally coordinated by one Cl− and one phosphine without the coordinating interaction to N (or S)-donors. When the mono-nuclear Au(I)-complexes of 1A, 1′A, and 2A were employed as the catalysts for hydrations of phenylacetylene in aqueous-methanol media with the involvement of AgOTf and H2SO4, the reactions over 1A proceeded selectively according to Markovnikov's rule with much high yields of acetophenone than those over 1′A and 2A, indicating that the available additional S-, and N-donors in 1A with less steric hindrance synergetically protected the active Au(I)-complex species against deactivation during the catalytic cycle.

Keywords
ODZHAYAJFUSREX-UHFFFAOYSA-N; OECGDTHXLWQIDS-UHFFFAOYSA-N; LAUKUTCPRMMZCQ-UHFFFAOYSA-N; RANHVZGIYXBBKW-UHFFFAOYSA-N; XAOPIFYQMZYQOF-UHFFFAOYSA-NPhosphines; Hybrid ligands; Gold complexes; Hydration of phenylacetylene
First Page Preview
Au(I)-complexes ligated by hybrid P,S,N-ligands as the efficient catalysts for hydration of phenylacetylene
Publisher
Database: Elsevier - ScienceDirect
Journal: Catalysis Communications - Volume 58, 5 January 2015, Pages 169–173
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Catalysis