Abstract
ABSTRACT: The formation of cyclopropenes with small bridges has been studied via the dehalogenation of the corresponding dihalides. In solution, the reaction occurs and gives the cyclopropene which may subsequently be trapped as a Diels-Alder Adduct. In the gas phase, however, the main reaction leads to ring cleavage giving a methylenecycloalkene. The compounds have been studied theoretically, and at the 6-31G* level, bicyclo[2.1.0]pent-l(4)-ene is a saddle point and opens to methylenecyclobutylidene. The properties of these compounds have been studied via numerical integration of their charge densities.
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© 1989 Kluwer Academic Publishers
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Wiberg, K.B., Artis, D.R. (1989). Experimental and Theoretical Studies of Bridged Cyclopropenes. In: de Meijere, A., Blechert, S. (eds) Strain and Its Implications in Organic Chemistry. NATO ASI Series, vol 273. Springer, Dordrecht. https://doi.org/10.1007/978-94-009-0929-8_23
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DOI: https://doi.org/10.1007/978-94-009-0929-8_23
Publisher Name: Springer, Dordrecht
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