Homolytic aromatic substitution of heterocyclic compounds. Part I. Decomposition of phenylazotriphenylmethane in thiophen
- 1 January 1969
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society B: Physical Organic
- p. 1251-1253
- https://doi.org/10.1039/j29690001251
Abstract
The reaction of thiophen with phenylazotriphenylmethane has been investigated. The percentage of the 2-phenyl-thiophen relative to that of the 3-isomer is considerably lower than those obtained with other phenylating agents and is highly dependent on the experimental conditions as well as on the working-up of the reaction mixtures. This is attributed to the trapping of the σ-complex leading to the 2-phenylthiophen by the triphenylmethyl radical to give two isomeric 2,5-dihydro-2-phenyl-5-triphenylmethylthiophens.Keywords
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