Tetrahedron

Quintet carbenes: m-Phenylenebis (phenylmethylene) and m-phenylenebis (methylene)

SI Murahashi, Y Yoshimura, Y Yamamoto, I Moritani

Index: Murahashi,S.-I. et al. Tetrahedron, 1972 , vol. 28, p. 1485 - 1496

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Citation Number: 9

Abstract

Chemical reactivity of quintet carbenes, m-phenylenebis (phenylmethylene)(1) and m- phenylenebis (methylene)(2) has been studied. Dicarbene 1 adds to 1, 1-diphenylethylene (84%) and strongly abstracts an H atom, Dicarbene 1 has a triplet-like character. Photolysis of 1, 3-bis (α-diazomethyl)-benzene (6) in cis-2-butene results in nearly stereospecific cyclopropanation (98% cis-cis adducts, 20–22), accompanied by 2% trans-cis adducts (24 ...