Synthesis of [all]-S,S-dioxide oligothiophenes using HOF•CH3CN

被引：69

作者：

Amir, E ^{[1
]}

Rozen, S ^{[1
]}

机构：

[1] Tel Aviv Univ, Raymond & Beverly Sackler Fac Exact Sci, Sch Chem, IL-69978 Tel Aviv, Israel

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2005年 / 44卷 / 45期

关键词：

fluorine; hypofluorous acid; oligomers; oxygenation; thiophenes;

D O I：

10.1002/anie.200501681

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) Nonaromatic stable polyenes are obtained by dioxygenation of oligothiophenes using HOF·CH3CN prepared in situ by passing F2 through aqueous acetonitrile (see scheme). These fully S,S-dioxygenated derivatives have a considerably smaller HOMO-LUMO gap than the parent compounds; furthermore, in the solid state they tend to form favorable π-π stacking interactions, unlike most non-oxidized oligothiophenes which adopt the herringbone" motif. © 2005 Wiley-VCH Verlag GmbH & Co. KGaA."

引用

页码：7374 / 7378

页数：5

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