Kinetics of the [4+2] cycloaddition of cyclopentadiene with (E)-2-aryl-1-cyano-1-nitroethenes

Radomir Jasiński; Magdalena Kwiatkowska; Andrzej Barański

doi:10.1007/s00706-012-0735-3

Kinetics of the [4+2] cycloaddition of cyclopentadiene with (E)-2-aryl-1-cyano-1-nitroethenes

Monatsh Chem. 2012;143(6):895-899. doi: 10.1007/s00706-012-0735-3. Epub 2012 Mar 2.

Authors

Radomir Jasiński¹, Magdalena Kwiatkowska¹, Andrzej Barański¹

Affiliation

¹ Institute of Organic Chemistry and Technology, Cracow University of Technology, Warszawska 24, 31-155 Cracow, Poland.

Abstract

Abstract: The electrophilicity of (E)-2-aryl-1-cyano-1-nitroethenes is not sufficient to induce a zwitterionic course of their [4+2] cycloaddition to cyclopentadiene. The one-step mechanism of these reactions is indicated by the activation parameters, and the substituent and solvent effects on the reaction.

Keywords: Kinetics; Mechanism; Nitroalkene; [4+2] Cycloaddition.