The stereochemistry of the electrophilic additions to triple bonds via linear vinyl cations
- 1 January 1972
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 15,p. 857-858
- https://doi.org/10.1039/c39720000857
Abstract
The formation of (E)-1-chloro-3,3-dimethyl-1-phenylbutene during the addition both of t-butyl chloride to phenylacetylene and of HCl to t-butylphenylacetylene via linear vinyl cations is taken as evidence that the relative size of the β-groups in such intermediates determines the direction of attack of a nucleophile on the positive centre, and therefore the configuration of the product.Keywords
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