Journal of the American Chemical Society

Reaction of diphenylmethyl cations in a strong acid. Participation of carbodications with positive charge substantially delocalized over the aromatic rings

T Ohwada, K Shudo

Index: Ohwada,T.; Shudo,K. Journal of the American Chemical Society, 1988 , vol. 110, p. 1862

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Citation Number: 48

Abstract

Abstract: Diphenylmethanol bearing a carbonyl group such as benzoyl, acetyl, methoxycarbonyl, or carboxyl gave the 9-substituted fluorene in high yield in the presence of trifluoromethanesulfonic acid (TFSA) at-50 OC. In the case of the benzoyl substituent, 9- phenylphenanthr-10-01 was formed together with the fluorene. The diphenylmethyl cations substituted with electron-withdrawing ketone, ester, and cyano groups were shown to be ...

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