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Cyclovoltammetric Investigation into the Homoconjugation of Plural Pyrazine Rings Linked by Bicyclo[2.2.2]octadiene Spacers
Author(s) -
Kobayashi Tomoshige,
Kobayashi Sayuri
Publication year - 2002
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/1099-0690(200207)2002:13<2066::aid-ejoc2066>3.0.co;2-8
Subject(s) - pyrazine , chemistry , bicyclic molecule , plural , stereochemistry , aromaticity , organic chemistry , molecule , philosophy , linguistics
The synthesis and cyclovoltammetric investigation of the ethano‐bridged pyrazinoquinoxalines 2 − 4 and the bridged polyazapolyacenes 25 − 27 are described. A large difference between the first and the second reduction potentials for 2 − 4 indicated the presence of strong homoconjugation between the two spatially separated pyrazine rings. The bridged polyazapolyacenes 25 − 27 , on the other hand − with the exception of 27 − exhibited four reduction peaks and the reversibility was found to be poor when compared with that of 2 − 4 . (© Wiley‐VCH Verlag GmbH, 69451 Weinheim, Germany, 2002)