Rearrangement Kinetics of Spiropentylchlorocarbene, [3]Triangulylchlorocarbene, and Related Species

Abstract

[structure: see text] Absolute rate constants were measured for the 1,2-CH(2), 1,2-cyclopropyl, and 1,2-CMe(2) rearrangements of spiropentylchlorocarbene (5), [3]triangulylchlorocarbene (6), and tetramethylcyclopropylchlorocarbene (7). The factors responsible for the observed relative migratory aptitudes (cyclopropyl > CH(2) > CMe(2)) were analyzed with the aid of electronic structure calculations.