We report here that bissilylated oligothiophenes may be selectively oxidized at the thienyl sulfurs by m-chloroperbenzoic acid (m-CPBA) to afford stable S,S-dioxides having alternate aromatic and nonaromatic moieties. These compounds are characterized by enhanced electron delocalization, smaller optical gap, and greater electron affinity than the “fully aromatic” precursors.
Oligothiophene-S,S-dioxides: A new class of thiophene-based materials / Barbarella G.; Pudova O.; Arbizzani C.; Mastragostino M.; Bongini A.. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - STAMPA. - 63:5(1998), pp. 1742-1745. [10.1021/jo972108b]
Oligothiophene-S,S-dioxides: A new class of thiophene-based materials
Arbizzani C.Investigation
;Mastragostino M.;Bongini A.
1998
Abstract
We report here that bissilylated oligothiophenes may be selectively oxidized at the thienyl sulfurs by m-chloroperbenzoic acid (m-CPBA) to afford stable S,S-dioxides having alternate aromatic and nonaromatic moieties. These compounds are characterized by enhanced electron delocalization, smaller optical gap, and greater electron affinity than the “fully aromatic” precursors.File in questo prodotto:
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