Intramolecular reactivity of arylcarbenes: Biphenyl??2??ylcarbenes

…, K Gomann, M Guth, W Kirmse

Index: Dorra, Michael; Gomann, Klaus; Guth, Michael; Kirmse, Wolfgang Journal of Physical Organic Chemistry, 1996 , vol. 9, # 9 p. 598 - 610

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Citation Number: 9

Abstract

Abstract Biphenyl-2-ylcarbenes, 2-ArC 6 H 4 CR, were generated photolytically and thermally from diazo precursors. Cyclization, leading to fluorenes, competes with capture of the carbenes by methanol but proceeds faster than intramolecular hydrogen shifts (with R= Me) and intermolecular C (SINGLE BOND) H insertion reactions (with R= H in cyclohexane). By comparison of product ratios with kinetic data for related carbenes from the literature, ...