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.
Barbarella G., Pudova O., Arbizzani C., Mastragostino M., Bongini A. (1998). Oligothiophene-S,S-dioxides: A new class of thiophene-based materials. JOURNAL OF ORGANIC CHEMISTRY, 63(5), 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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