著者

Satoru Ito Satoru Hiroto Hiroshi Shinokubo

出版者

(社)日本化学会

雑誌

Chemistry Letters (ISSN:03667022)

巻号頁・発行日

vol.43, no.8, pp.1309-1311, 2014-08-05 (Released:2014-08-05)

参考文献数

33

被引用文献数

4

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We have developed a facile procedure for the synthesis of π-extended fluorubins from perylene bisimides. Iridium-catalyzed direct borylation, the Suzuki–Miyaura cross-coupling, and an acid-condensation sequence afforded π-extended fluorubins 1 in moderate yields. X-ray diffraction analysis revealed a planar structure of 1. In addition, optical analysis and DFT calculations indicated the presence of intramolecular charge-transfer interactions in 1c.

著者

Hiroshi SHINOKUBO

出版者

日本学士院

雑誌

Proceedings of the Japan Academy, Series B (ISSN:03862208)

巻号頁・発行日

vol.90, no.1, pp.1-11, 2014-01-10 (Released:2014-01-31)

参考文献数

98

被引用文献数

12 30

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Borylated functional π-systems are useful building blocks to enable efficient synthesis of novel molecular architectures with beautiful structures, intriguing properties and unique functions. Introduction of boronic ester substituents to a variety of extended π-systems can be achieved through either iridium-catalyzed direct C–H borylation or the two-step procedure via electrophilic halogenation followed by palladium-catalyzed borylation. This review article focuses on our recent progress on borylation of large π-conjugated systems such as porphyrins, perylene bisimides, hexabenzocoronenes and dipyrrins.