Interactions of π-systems via chains, rings and cages-syntheses of model compounds and their spectroscopic investigations

Autor: Christoph Sigwart, Thilo Herb, Rolf Gleiter, Oliver Borzyk
Rok vydání: 1996
Předmět:
Zdroj: Pure and Applied Chemistry. 68:233-238
ISSN: 1365-3075
0033-4545
DOI: 10.1351/pac199668020233
Popis: The interactions between two x-systems separated by chains, rings and cages are discussed. The focus is on systems with a bicyclo(3.3.0.0~~7)octane skeleton (stellane) as building block. The syntheses of a number of model systems such as 2,6-stelladiene, 2,4,6- stellatriene and 2,2',6,6-distellatriene are discussed. By means of He( I) photoelectron spectroscopy the interaction between the x-systems has been investigated. It is found that the stellane skeleton is a good relay. The interaction between two x-systems can be classified into conjugation, homoconjugation, spiroconjugation and through bond interaction (f). If both x-systems are directly linked, as in l,Sbutadiene, we talk about conjugation. If the x-units are separated by one or a few sp3 carbons they are still able to interact with each other mainly through space. Examples for such interactions are the homoconjugation in cyclononatriene (1) or the spiroconjugation in spirononatetraene (2). In 1968 it was recognized (2) that the interaction between
Databáze: OpenAIRE