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Synthese und Eigenschaften von σ‐verbrückten Anthracen‐Viologenen [1]
Author(s) -
Effenberger Franz,
Götz Gunther,
Bäuerle Peter
Publication year - 1992
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19921250428
Subject(s) - chemistry , anthracene , moiety , bicyclic molecule , nucleophilic substitution , viologen , acceptor , quenching (fluorescence) , selenide , photochemistry , medicinal chemistry , nucleophile , fluorescence , stereochemistry , organic chemistry , catalysis , physics , selenium , quantum mechanics , condensed matter physics
Synthesis and Properties of of σ‐Bridged Anthracene‐Viologens [1] The synthesis of the donor‐acceptor compounds 2, 7 , and 12 where the anthracene donor and the viologen acceptor are linked by a saturated bridge (polymethylene or the bicyclo[2.2.2]octanyl moiety) is described. While the preparation of 2a–c is straightforward, new procedures for the synthesis of the bicyclo compounds 7 and 12 had to be developed. Unexpectedly, the viologens 13d, e could be obtained by direct nucleophilic substitution of the corresponding tertiary and neopentyl‐type alkyl tosylates with 4,4′‐bipyridine. By comparison of the emission spectra of the compounds 2a and 12a, b the strong fluorescence quenching indicates an electron transfer from the donor to the acceptor.