Substituent effects on the rate of carbene formation in the pyrolysis of indenyl diazo compounds

…, NC Mathur, K McManus, AL Pincock…

Index: Kapur, S.; Mathur, N. C.; McManus, K.; Pincock, A. L.; Pincock, J. A. Canadian Journal of Chemistry, 1988 , vol. 66, p. 2888 - 2893

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Citation Number: 8

Abstract

Rate constants for the pyrolysis of the indenyl diazo compounds, 5 a-5 e, in methanol have been determined and correlated with σ+, giving a ρ+=-0.76. The product of this pyrolysis reaction is the methyl ether resulting from trapping at the carbenic centre. The mechanism proposed for this process involves rate-determining unimolecular loss of nitrogen by the allowed nonlinear pathway to form the singlet σ2 carbene. Evidence presented implies ...