Lack of delocalization in compounds with the grouping CNNC

Whereas for molecules containing the grouping XCCY (X, Y=C, O, N, S) delocalization of electrons is well established, it is concluded here that in both cyclic and acyclic compounds containing the grouping CNNZ (Z=C, N) the delocalization is either minimal or absent. Electrochemically determine...

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Published in:Tetrahedron letters 2000-10, Vol.41 (41), p.7851-7853
Main Authors: Zuman, Petr, Ludvı́k, Jiřı́
Format: Article
Language:English
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Summary:Whereas for molecules containing the grouping XCCY (X, Y=C, O, N, S) delocalization of electrons is well established, it is concluded here that in both cyclic and acyclic compounds containing the grouping CNNZ (Z=C, N) the delocalization is either minimal or absent. Electrochemically determined reduction potentials are a useful tool for estimating the extent of conjugation.
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(00)01367-8