Pressure and solvent effects on the cycloaddition reactions between substituted nitrosobenzenes and butadiene derivatives

Abstract

The cycloaddition reactions of 2,3-dimethylbutadiene with 4-chloro-1-nitrosobenzene and 4-ethoxy-1-nitrosobenzene and of cyclopentadiene with 4-chloro-1-nitrosobenzene were investigated as a function of temperature, solvent, and pressure. Rate constants, activation parameters, and volumes of reactions were evaluated. The data support a one-step mechanism for the cyclizations.