Oxidative C-H and C-C bond cleavage by a (2,2'-bipyridine)copper(I) chloride complex

Inorg Chem. 2008 Jul 21;47(14):6121-3. doi: 10.1021/ic800745g. Epub 2008 Jun 26.

Abstract

Acetonitrile is easily oxygenated at ambient reaction conditions to copper(II) oxalate [Cu(bpy)(ox)] n mediated by copper(I) chloride in the presence of 3,5-di-tert-butylcatechol and 2,2'-bipyridine. In the case of other nitriles (e.g., propionitrile), instead, the unusual and selective 1,4-extradiol cleavage of 3,5-di-tert-butylcatechol occurs to give copper(II) tert-butylmaleate [Cu(bma)(bpy)(H2O)]n in good yield.