4H-Dithieno[2,3-b:3 %26apos;,2 %26apos;-e][1,4]thiazines - synthesis and electronic properties of a novel class of electron rich redox systems

作者:Dostert Catherine; Wanstrath Claudia; Frank Walter; Mueller Thomas J J
来源:Chemical Communications, 2012, 48(58): 7271-7273.
DOI:10.1039/c2cc32731g

摘要

Quantum chemical screening reveals that 4H-dithieno[2,3-b:3%26apos;,2%26apos;-e][1,4]thiazines possess the highest HOMO among four constitutional isomers, even 0.27 eV higher in energy than the well established 10H-phenothiazine. N-Substituted 4H-dithieno[2,3-b:3%26apos;,2%26apos;-e][1,4]thiazines are readily accessible by twofold Pd-catalyzed amination. According to cyclic voltammetry dithienothiazines are reversibly oxidized and can be considered as new donors for functional pi-systems.

  • 出版日期2012