Aspects of the metallic halide-catalysed reaction of Grignard reagents with organic halides. Part IV. Products formed with phenylalkyl bromides
- 1 January 1969
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society C: Organic
- No. 15,p. 2021-2023
- https://doi.org/10.1039/j39690002021
Abstract
Phenylalkyl radicals are formed in the cobalt(II) chloride-catalysed reaction of methylmagnesium iodide with benzyl bromide, phenethyl bromide, 3-phenylpropyl bromide, and 4-phenylbutyl bromide. The radicals all form products by substitution in benzene used as diluting solvent. Additionally 4-phenylbutyl radicals undergo internal cyclisation to form tetralin. With the benzyl and phenethyl radicals, but not 3-phenylpropyl and 4-phenylbutyl radicals, dimerisation products are also formed. When benzylidene bromide is used as halide the major product is trans-stilbene.Keywords
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