Volume 52, Issue 13 p. 3760-3764
Communication

Borylated Dibenzoborepin: Synthesis by Skeletal Rearrangement and Photochromism Based on Bora‐Nazarov Cyclization

Dr. Azusa Iida

Research Center for Materials Science and Institute of Transformative Bio‐Molecules (WPI‐ITbM), Nagoya University and CREST (Japan) Science and Technology Agency (JST), Furo, Chikusa, Nagoya 464‐8602 (Japan)

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Dr. Shohei Saito

Research Center for Materials Science and Institute of Transformative Bio‐Molecules (WPI‐ITbM), Nagoya University and CREST (Japan) Science and Technology Agency (JST), Furo, Chikusa, Nagoya 464‐8602 (Japan)

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Prof. Dr. Takahiro Sasamori

Institute for Chemical Research, Kyoto University, Gakasho, Uji, Kyoto 611‐0011 (Japan)

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Prof. Dr. Shigehiro Yamaguchi

Corresponding Author

Research Center for Materials Science and Institute of Transformative Bio‐Molecules (WPI‐ITbM), Nagoya University and CREST (Japan) Science and Technology Agency (JST), Furo, Chikusa, Nagoya 464‐8602 (Japan)

Research Center for Materials Science and Institute of Transformative Bio‐Molecules (WPI‐ITbM), Nagoya University and CREST (Japan) Science and Technology Agency (JST), Furo, Chikusa, Nagoya 464‐8602 (Japan)===Search for more papers by this author
First published: 20 February 2013
Citations: 82

This work was partly supported by CREST, JST, and a Grant‐in‐Aid for Scientific Research on Innovative Areas (Stimuli‐responsive Chemical Species, No. 24109007) from the Ministry of Education, Culture, Sports, Science, and Technology of Japan. A. I. expresses her gratitude to the JSPS research fellowship for young scientists.

Abstract

It's a boron kind of magic: A complex reaction sequence involving a skeletal rearrangement leads to 10‐dimesitylboryl‐substituted dibenzoborepin in a one‐pot transformation in good yield. The borylborepin shows remarkable photochromic properties and undergoes a bora‐Nazarov cyclization to give a deep‐blue compound with an allyl cation‐like CBC substructure.

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