Zur Beziehung von Struktur und Reaktivität cyclischer CH-acider Verbindungen bei der Kondensation mit Orthoameisensäuretriäthylester.
Open Access
- 1 January 1976
- journal article
- Published by Walter de Gruyter GmbH in Zeitschrift für Naturforschung B
- Vol. 31 (1) , 95-98
- https://doi.org/10.1515/znb-1976-0117
Abstract
Condensation of triethylorthoformate with cyclic methylene-active compounds gives rise to ethoxymethylene-, bismethenyl- or triscompounds of type A, B or C resp. An explanation of this different behavior can be obtained by comparing the π-electron densities at the β-carbon atom of the exocyclic double blond of ethoxymethylen- and bismethenyl-compounds, which are calculated using HMO-theory. These calculationes show a limiting electron density, which can be used to explain the lack of further reaction to bis- and triscompounds, when certain heterocyclic active methylenes are used. Reactions of some heterocyclic diketones have been studied and, their behavior found in agreement with theoretical conceptsKeywords
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