Facile synthesis of 2,5-bis(silyl)selenophene-1,1-dioxide and its photophysical properties

Toshiyuki Masuda, Yusuke Inagaki, Hiroyuki Momma, Eunsang Kwon, Wataru Setaka

研究成果: Article査読

7 被引用数 (Scopus)

抄録

2,5-Bis(trimethylsilyl)selenophene-1,1-dioxide was easily synthesized in 80% yield by reaction of selenophene with the common oxidant m-chloroperbenzoic acid (mCPBA). The oxidation proceeded as a typical consecutive reaction. The kinetic study revealed that the rate of the first oxidation is faster than that of the second oxidation. The structure of the dioxide was identified by NMR spectroscopy and X-ray crystallography. The structural parameters of the dioxide show lower aromaticity as compared with that of selenophene. The HOMO-LUMO transition of the dioxide is remarkably red-shifted as compared with that of selenophene, because of the interactions between the π-orbitals of the ring and the p-orbitals of the oxygen atoms. A dichloromethane solution of the dioxide showed weak fluorescence due to the heavy-atom effect.

本文言語English
ページ(範囲)8593-8599
ページ数7
ジャーナルNew Journal of Chemistry
40
10
DOI
出版ステータスPublished - 2016

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Materials Chemistry

フィンガープリント 「Facile synthesis of 2,5-bis(silyl)selenophene-1,1-dioxide and its photophysical properties」の研究トピックを掘り下げます。これらがまとまってユニークなフィンガープリントを構成します。

引用スタイル