Teil der Dissertation .
Neue Bi(cyclopropylidene) durch CuCl2-katalysierte ‘Carben-Dimerisieiung’ von 1-Bromo-1-lithiocyclopropanen†
Article first published online: 25 OCT 2004
Copyright © 1997 Verlag GmbH & Co. KGaA, Weinheim
Helvetica Chimica Acta
Volume 80, Issue 8, pages 2486–2501, 15 December 1997
How to Cite
Borer, M. and Neuenschwander, M. (1997), Neue Bi(cyclopropylidene) durch CuCl2-katalysierte ‘Carben-Dimerisieiung’ von 1-Bromo-1-lithiocyclopropanen. HCA, 80: 2486–2501. doi: 10.1002/hlca.19970800816
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- Issue published online: 25 OCT 2004
- Article first published online: 25 OCT 2004
New Bi(cyclopropylidenes) by CuCl2-Induced ‘Carbene Dimerization’ of 1-Bromo-1-lithiocycIopropanes
A series of so far unknown bi(cyclopropylidenes) 5 are prepared in a simple one-pot reaction by halogenolithio exchange between 1,1-dibromocyclopropanes 1a–c as well as 1e–i and BuLi at −95°, to give 1-bromo-1-lithiocyclopropanes 2a–c as well as 2e–i, followed by treatment with CuCl2 at low temperature and a simple workup at room temperature (Table 1). The influence of reaction parameters on yields of 5 (Tables 2, 4, and 5) and diastereoselectivity of the reaction 2 5 (Table 3) are discussed. In view of an elucidation of the reaction mechanism, first kinetic experiments of the quantitative reaction 1c 2c 5c are reported.