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Evidence for σ Dimerization During Anodic Redox Switching of 1,3,5‐Tripyrrolidinobenzene: A New Molecular Switch
Author(s) -
Heinze Jürgen,
Willmann Christian,
Bäuerle Peter
Publication year - 2001
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/1521-3773(20010803)40:15<2861::aid-anie2861>3.0.co;2-t
Subject(s) - redox , molecular switch , chemistry , conjugated system , amine gas treating , polymer , anode , combinatorial chemistry , photochemistry , molecule , organic chemistry , electrode
1,3,5‐tripyrrolidinobenzene is the first example of an aromatic amine that forms σ dimers during oxidation/reduction cycles [Eq. (1); X − =ClO 4 − ], and thus turns out to be an efficient molecular switch. Surprisingly, such σ dimers are relatively stable intermediates during the formation of conjugated oligomers and polymers.