Journal
TETRAHEDRON LETTERS
Volume 44, Issue 16, Pages 3245-3247Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4039(03)00634-8
Keywords
alkyl monohalides; nickel(I) salen; aldehydes; ketones; catalytic reduction
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Addition of a stoichiometric amount of a primary alkyl monohalide (1-bromooctane) to a solution of electrogenerated nickel(I) salen in dimethylformamide containing water, followed by irradiation with a xenon arc lamp and brief exposure to air, results in the formation of an aldehyde (1-octanal). Analogous experiments with a secondary alkyl monohalide (2-bromohexane) afford a ketone. Other products are alkanes, alkenes, and dimers that arise from classic radical coupling and disproportionation of alkyl radicals. (C) 2003 Published by Elsevier Science Ltd.
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