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Dr. Azusa Iida, Dr. Shohei Saito, Prof. Dr. Takahiro Sasamori and Prof. Dr. Shigehiro Yamaguchi Borylated Dibenzoborepin: Synthesis by Skeletal Rearrangement and Photochromism Based on Bora-Nazarov Cyclization Angewandte Chemie International Edition 52

Article first published online: 20 FEB 2013 | DOI: 10.1002/anie.201210236

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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 C[BOND]B[BOND]C substructure.

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