Cobaloximes. Part 3. A cobaloxime synthesis for use with reactive alkyl halides

Abstract

The reaction of (bisdimethylglyoximato)dipyridinecobalt(ll) with alkyl iodides or a-bromo-esters and related compounds, in the presence of zinc and under aprotic anaerobic conditions, gives alkylcobaloximes in moderate to good yields.As they are rarely reported, yields by the Schrauzer method in our hands are given for comparison. b Literature yield 99% Isopropyl iodide gave a 57% yield without recycling (see G. N. Schrauzer and R. J. Wind-Literature yield 40% (M. N. using dimethyl sulphate (see ref. 3). gassen, J . Am. Chem. SOC., 1966, 88, 3738). Ricroch and A. Gaudemer, J . Orgunomet. Chem., 1974, 67, 119). Mr. A. P. F. Cook conducted these experiments. f Product 2,3-dimethyl-2,3-dinitrobutane.

Preparation of Cobaloxime-Substituted Unsaturated Carbonyl Compounds and Their Subsequent Conversion into 1-Cobaloxime-Substituted 1,3-Dienyl Complexes

“…Last, on acyl complex synthesis, we tried a cobaloxime reduction/electrophile trapping procedure originally reported by Widdowson for making cobaloxime complexes from base and polar protic solvent-sensitive α-halocarbonyl compounds. This method utilizes zinc to reduce pyr(dmg) 2 CO(III)X to cobalt(II) in polar aprotic solvents.…”