Pappenfus Ted M, Melby Jacob H, Hansen Brent B, Sumption Devin M, Hubers Scott A, Janzen Daron E, Ewbank Paul C, McGee Kari A, Burand Michael W, Mann Kent R
Division of Science and Mathematics, University of Minnesota, Morris, Minnesota 56267, USA.
Org Lett. 2007 Sep 13;9(19):3721-4. doi: 10.1021/ol071369x. Epub 2007 Aug 16.
Oligothiophene sulfones of up to six rings can be conveniently prepared by the direct oxidation of butyl-substituted thiophene oligomers with m-CPBA in dichloromethane. Reverse selectivity of oxidized rings is observed relative to previously reported systems without beta-substitution. The selectivity in the trimer and hexamer is confirmed with single-crystal X-ray structure data. The sulfones possess red-shifted absorptions and increased electron affinities relative to the parent oligomers.
通过在二氯甲烷中用间氯过氧苯甲酸（m-CPBA）直接氧化丁基取代的噻吩低聚物，可以方便地制备出最多六个环的寡聚噻吩砜。相对于先前报道的无β取代的体系，观察到氧化环的反向选择性。通过单晶X射线结构数据证实了三聚体和六聚体中的选择性。相对于母体低聚物，砜具有红移吸收和增加的电子亲和势。
