Tuning thiophene with phosphorus: synthesis and electronic properties of benzobisthiaphospholes.
Chemistry
; 20(25): 7746-51, 2014 Jun 16.
Article
em En
| MEDLINE
| ID: mdl-24817444
ABSTRACT
1,4-Dimercapto-2,5-diphosphinobenzene and 3,6-bis(hexyloxy)-1,4-dimercapto-2,5-diphosphinobenzene were synthesized and combined with various acid chlorides to obtain a series of benzobisthiaphospholes. Electrochemical and photophysical properties of the substituted benzobisthiaphospholes have been evaluated, and the observed reductions are more facile than the related benzothiaphospholes and 2,6-diphenylbenzobisthiazole. A benzobisthiaphosphole with C6H4-p-CN substituents was reduced at E(1/2)=-1.08â
V (vs. saturated calomel electrode (SCE)). X-ray diffraction data for several of these phosphorus heterocycles has been obtained, and DFT calculations at the B3LYP level have been performed.
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01-internacional
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MEDLINE
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En
Ano de publicação:
2014
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Article