著者
Shigehiro Yamaguchi Aiko Fukazawa Masayasu Taki
出版者
The Society of Synthetic Organic Chemistry, Japan
雑誌
Journal of Synthetic Organic Chemistry, Japan (ISSN:00379980)
巻号頁・発行日
vol.75, no.11, pp.1179-1187, 2017-11-01 (Released:2017-11-09)
参考文献数
94
被引用文献数
14

Phosphole P-oxide is a useful building block for π-conjugated materials due to its nonaromatic and electron-accepting character. We have synthesized a series of ring-fused derivatives of phosphole P-oxide based on the intramolecular nucleophilic cyclization of appropriate alkyne precursors or radical phosphanylations. Some of the thus obtained compounds exhibited intriguing fluorescence properties and were applied to fluorescence imaging. A donor-acceptor-type benzo[b]phosphole P-oxide with a (diphenylamino)phenyl group exhibited large solvatochromism in its fluorescence spectra, and could hence be used as a staining agent for lipid droplets. C-Naphox and PB430, which consist of fully ring-fused π-conjugated ladder-type scaffolds, exhibited outstanding photostability and their absorption and emission properties were suitable for super-resolution STED imaging. Moreover, using PB430-conjugated antibodies, we carried out a 3-D reconstruction of the STED images and developed a photostability-based multicolor STED imaging technique.