Highly Fluorinated Benzobisbenzothiophenes

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Org. Lett., 10 (15), 3307–3310, 2008. 10.1021/ol8003468
Web Release Date: July 9, 2008

Highly Fluorinated Benzobisbenzothiophenes

Yongfeng Wang,^† Sean R. Parkin,^† Johannes Gierschner,^‡ and Mark D. Watson^*^†

Department of Chemistry, University of Kentucky, Lexington, Kentucky 40506-0055, Laboratory for Chemistry of Novel Materials, University of Mons-Hainaut, Mons, Belgium, and Instituto Madrileño de Estudios Avanzados IMDEA Nanoscience, Madrid, Spain

mdwatson@uky.edu

Received May 22, 2008

Abstract:

Expedient, facile syntheses of highly fluorinated benzobisbenzothiophenes (BBBT) are reported. Defined peripheral arrangements of sulfur and fluorine atoms lead to extensive crystalline networks of edge-to-edge S−F close contacts. The effects of various substitution patterns on self-assembly and electronic properties are described.

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