Issue 45, 2015

Aryl-BIAN-ligated silver(i) trifluoromethoxide complex

Abstract

A reaction of acetonitrile-solvated AgOCF3 with 1 equiv. of Aryl-BIAN ligand in THF at room-temperature afforded the silver(I) complex (Aryl-BIAN)AgOCF3 (1) in 75% yield. The crystal structure of this silver(I) trifluoromethoxide was determined by single-crystal X-ray crystallography. The molecular structure of 1 shows the metal centre bound to one molecule of BIAN, one trifluoromethoxide and one THF solvate, resulting in a distorted tetrahedral silver. Density functional theory (DFT) calculations and the natural bond orbital (NBO) analysis were conducted to give insights into the electronic structure of 1 and the bonding characters of the OCF3 group. The reactivity of 1 towards trifluoromethoxylation of organic halides was also examined; a reaction with benzyl bromides gave the desired products of benzyl trifluoromethyl ethers in good to excellent yields.

Graphical abstract: Aryl-BIAN-ligated silver(i) trifluoromethoxide complex

  • This article is part of the themed collection: Fluorine

Supplementary files

Article information

Article type
Paper
Submitted
01 jun 2015
Accepted
19 jun 2015
First published
19 jun 2015

Dalton Trans., 2015,44, 19682-19686

Aryl-BIAN-ligated silver(I) trifluoromethoxide complex

S. Chen, Y. Huang, X. Fang, H. Li, Z. Zhang, T. S. A. Hor and Z. Weng, Dalton Trans., 2015, 44, 19682 DOI: 10.1039/C5DT02078F

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