Reaction of B-2(o-tol)(4) with CO and Isocyanides: Cleavage of the C O Triple Bond and Direct C-H Borylations
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. C-13 labeling experiments confirmed that the carbon atom in the boraindane stems from CO. Simultaneously, formation of boroxine 3 could be cons...
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| Published in | Angewandte Chemie International Edition Vol. 57; no. 21; pp. 6109 - 6114 |
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| Main Authors | , , , , |
| Format | Journal Article |
| Language | English |
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WEINHEIM
Wiley
22.05.2018
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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. C-13 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 Bu-t-NC afforded an azaallene, while the reaction with Xyl-NC furnished cyclic compounds by direct C-H borylations. |
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| AbstractList | 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. C-13 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 Bu-t-NC afforded an azaallene, while the reaction with Xyl-NC furnished cyclic compounds by direct C-H borylations. |
| Author | Wu, Linlin Yamashita, Makoto Katsuma, Yuhei Tsukahara, Nana Lin, Zhenyang |
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| Keywords | triple bonds IRIDIUM-CATALYZED BORYLATION ORGANOBORON COMPOUNDS ORGANODIBORANE COMPOUNDS bond cleavage carbon monoxide diborane UNSYMMETRICAL DIBORANE isocyanide BORON-COMPOUNDS MULTICOMPONENT REACTIONS CARBON-MONOXIDE DIBORON TETRACHLORIDE TERT-BUTYLAZADIBORIRIDINE LEWIS PAIR TEMPLATES |
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| Snippet | 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.... |
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| Title | Reaction of B-2(o-tol)(4) with CO and Isocyanides: Cleavage of the C O Triple Bond and Direct C-H Borylations |
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