Abstract
The performance of a set of mono- and bimetallic Rh(i) and Ir(i) complexes bearing carbene-linker-carbene (CXC) bis-triazolylidene ligands (with X = O, N) coordinated in a bridging or chelating fashion was evaluated in the hydrothiolation of alkynes.
Highlights
The structural pattern of α-vinyl sulfides makes these organic molecules important commodities for multiple synthetic applications
Conversion and product distribution of the α, β-Z and β-E-vinyl sulfide products were determined as the average of duplicate runs as determined from NMR integration based on 1-hexyne and thiophenol average referenced to 1,4-di-tert-butylbenzene
The catalytic activity of a series of mono- and dimetallic rhodium(I) and iridium(I) complexes bearing carbene-linkercarbene (CXC) bis-triazolylidene ligands ligands were assessed in the hydrothiolation model reaction of the terminal 1-hexyne with thiophenol
Summary
The structural pattern of α-vinyl sulfides makes these organic molecules important commodities for multiple synthetic applications. Both metal complexes A [Rh(cod)(CBocN)] and B [Rh(CO)2(CBocN)] displayed outstanding selectivity towards the branched vinyl sulfides with a catalyst loading of 2 mol% (entries 2 and 3, respectively), akin to some of the best rhodium-hydrothiolation catalysts so far reported in the literature.[31] Based on these precedents, we first explored the catalytic activity of both monometallic complexes (1a and 1b) bearing the carbon–ether–carbon (COC) ligand.
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