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Short Paper | Regular issue | Vol 94, No. 4, 2017, pp. 750 - 762
Published online: 28th March, 2017
DOI: 10.3987/COM-16-13643
Fluorescence Quenching Induced by Sequential Addition–Aromatization of A BODIPY-Containing Dienylimine with Thiols

Norihiko Takeda, Masafumi Ueda, Nagisa Mori, Tetsuya Miyoshi, Manami Shimoda, Yumina Uno, Hiroshi Kitagawa, Noriaki Emoto, Takahiro Mukai, and Okiko Miyata*

*Department of Medicinal Chemistry, Kobe Pharmaceutical University, 4-19-1, Motoyamakitamachi, Higashinada, Kobe 658-8558, Japan

Abstract

Treatment of a dienylimine bearing a boron–dipyrromethene (BODIPY) fluorophore with aryl and alkyl thiols afforded arylthio and alkylthioindolines through an addition–aromatization reaction sequence. The structural change from the dienylimine moiety to the indoline nucleus is important process in this fluorescence quenching.

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