Evasive Neutral 2??Aza??Cope Rearrangements. Kinetic and Computational Studies with Cyclic Nitrones

I Delso, A Melicchio, A Isasi, T Tejero…

Index: Delso, Ignacio; Melicchio, Alessandro; Isasi, Arantzazu; Tejero, Tomas; Merino, Pedro European Journal of Organic Chemistry, 2013 ,  # 25  p. 5721 - 5730

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Citation Number: 6

Abstract

Abstract A full experimental study of the activation energy required for the hitherto unknown neutral 2-aza-Cope rearrangement is presented. A kinetic study of the process showed activation energies in the range of 22.91–24.06 kcal/mol, in agreement with a process operating at moderate temperature (70 C). Calculations at B3LYP/6-311+ G (d, p) and M06- 2X/6-311+ G (d, p) levels of theory considering solvent (dimethyl sulfoxide (DMSO) and ...