The Pressure Effect on the 1,5-Sigmatropic Hydrogen Shift of Tropylidene Derivative, 3,3-Diphenyl-3,3<i>a</i>-dihydrocyclohepta[<i>b</i>]furan-2-one

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<jats:title>Abstract</jats:title> <jats:p>The 1,5-sigmatropy of 3,3-diphenyl-3,3a-dihydrocyclohepta[b]furan-2-one was examined in dibutyl ether to 1600 bar at 130 °C. The rearrangement was slightly accelerated with pressure, and was different to the pressure effect of 1,5-sigmatropy of cyclopentadienes. The activation volume was in the range of the concerted process, but its transition state was as loose as those biradical-like.</jats:p>

Journal

  • Chemistry Letters

    Chemistry Letters 15 (7), 1203-1204, 1986-07

    Oxford University Press (OUP)

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