Dehydrogenative coupling of aromatic thiols with Et3SiH catalysed by N-heterocyclic carbene nickel complexes

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Abstract

A series of new tetramethylcyclopentadienyl-functionalised N-heterocyclic carbene ligands with different wingtip substituents have been prepared and characterised. These ligands have been successfully coordinated to nickel affording complexes of the general type (Cp*-NHCR)NiX (X = Cl, I). These well-defined nickel complexes selectively catalysed the coupling of aromatic thiols with Et3SiH to give the corresponding silylthioethers (RSSiEt3). The nickel complexes bearing ethyl, iso-butyl, and n-butyl wingtips displayed comparable catalytic efficiency, while the nickel complex bearing a methyl substituent on the wingtip was the worst performing catalyst.

Original languageEnglish
Pages (from-to)853-858
Number of pages6
JournalDalton Transactions
Volume43
Issue number2
DOIs
Publication statusPublished - 14 Jan 2014

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