Tetrahedron letters

Photochimie et environnement. III-formation d'acide cyclopentadienique par irradiation du chloro-2 phenol en solution aqueuse basique

C Guyon, P Boule, J Lemaire

Index: Guyon, Claude; Boule, Pierre; Lemaire, Jacques Tetrahedron Letters, 1982 , vol. 23, # 15 p. 1581 - 1584

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Citation Number: 49

Abstract

Abstract A specific contraction of the phenolate form of 2-chlorophenol into a five-membered cycle has been observed in dilute aqueous solution (10− 3–10− 5 M) under irradiation. A cyclopentadienic acid is formed through a Wolff's rearrangement and hydrolysis. A spontaneous dimerisation of the acid occurs; the structure of the isolated dimer is established from 1 H (350 Mz) and 13 C NNR spectra.