ISSN:
0009-2940
Keywords:
Triphenodithiazines
;
Organic donor molecules
;
Charge-transfer complexes
;
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The syntheses of 6 and 7, starting from 3,6-dichloro-2,5-bis(2-thioanisido)-1,4-benzoquinone (4), are reported. The solid-state conformations of 6 and 7 are elucidated by X-ray structure analysis, and the cyclovoltammetric investigation of 6 and 7 in solution shows low and reversible oxidation half-waves for both compounds. The relatively high oxidation potentials of 7 compared to 6 are related to their conformational features. EPR measurements on the radical cations derived from 6 and 7 both suggest a planarized conformation of these species. Oxidation of 6 with strong oxidants leads quantitatively to the quinoid triphenodithiazine 8, whereas the charge-transfer complex formed between 7 and DDQ exhibits semiconducting properties.
Additional Material:
4 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19921250627
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