The photochemistry of 2-vinyldiphenylacetylene and related compounds
- 1 January 1982
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 7,p. 795-799
- https://doi.org/10.1039/p29820000795
Abstract
Irradiation of solutions of 2-vinyldiphenylacetylene (5) under anaerobic conditions gives 2-phenylnaphthalene (9) in 90% yield. Several derivatives of (5) behave similarly. The reaction is ascribed to the primary formation of a cyclic allene (29), as has been proposed previously for the analogous photocyclization of 1,4-diarylbutenynes into phenylaromatic compounds. The end-product arises from (29) either via a 1,5-hydrogen shift or by addition and elimination of a proton. Irradiation of 2-ethynylstilbene (21) also yields (9), but 1-ethynylphenanthrene (22) is formed as a side-product.Keywords
This publication has 0 references indexed in Scilit: