Rearrangement kinetics of spiropentylchlorocarbene, [3]triangulylchlorocarbene, and related species.
[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.
Moss
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Department of Chemistry, Rutgers, The State University of New Jersey, New Brunswick, New Jersey 08903, USA. moss@rutchem.rutgers.edu
Zheng
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Krogh-Jespersen
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