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

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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.