2, 7-Diphenyloxepin

MJ McManus, GA Berchtold, DR Boyd…

Index: McManus, Michael J.; Berchtold, Glenn A.; Boyd, Derek R.; Kennedy, Deirdre A.; Malone, John F. Journal of Organic Chemistry, 1986 ,  vol. 51,  # 14  p. 2784 - 2787

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Citation Number: 8

Abstract

Oxepin valence tautomer 1 is more stable than oxide valence tautomer 2 in 1, Zdisubstituted arene 1, Zoxides. l With few exceptions sufficient 2 is present in solution to observe acid- catalyzed isomerization via the NIH shift pathway, which involves migration of R, of cation 3 to either adjacent carbon atom with ultimate formation of 4 and/or 5 (Scheme I). Although the factors that determine the direction of substituent migration are not fully understood, the ...