Reaction of B2(o‐tol)4 with CO and Isocyanides: Cleavage of the C≡O Triple Bond and Direct C−H Borylations |
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Authors: | Yuhei Katsuma Nana Tsukahara Linlin Wu Prof?Dr Zhenyang Lin Prof?Dr Makoto Yamashita |
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Institution: | 1. Department of Applied Chemistry, Faculty of Science and Engineering, Chuo University, Tokyo, Japan;2. http://chzlin.people.ust.hk/;3. Department of Chemistry, The Hong Kong University of Science and Technology, Kowloon, Hong Kong, China;4. http://oec.chembio.nagoya‐u.ac.jp/index‐e.html
0000-0002-3665-5311
Department of Molecular and Macromolecular Chemistry, Graduate School of Engineering, Nagoya University, Chikusa-ku, Nagoya, Japan |
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Abstract: | The reaction of highly Lewis acidic tetra(o‐tolyl)diborane(4) with CO afforded a mixture of boraindane and boroxine by the cleavage of the C≡O triple bond. 13C labeling experiments confirmed that the carbon atom in the boraindane stems from CO. Simultaneously, formation of boroxine 3 could be considered as borylene transfer to capture the oxygen atom from CO. The reaction of diborane(4) with tBu?NC afforded an azaallene, while the reaction with Xyl?NC furnished cyclic compounds by direct C?H borylations. |
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Keywords: | bond cleavage carbon monoxide diborane(4) isocyanide triple bonds |
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