Carboboration of isocyanates with tris(pentafluorophenyl)borane and evidence for dissociative FLP chemistry of an acid–base pair
<p>We report on the reactivity of isocyanates towards tris(pentafluorophenyl)borane which was found to result in the 1,2-carboboration of the isocyanate C=O bond. The resulting six-membered heterocyclic compounds can be rationalized as adducts of imino-boranes with isocyanates and react accord...
| Glavni autori: | , |
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| Format: | Journal article |
| Jezik: | English |
| Izdano: |
Royal Society of Chemistry
2019
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| Sažetak: | <p>We report on the reactivity of isocyanates towards tris(pentafluorophenyl)borane which was found to result in the 1,2-carboboration of the isocyanate C=O bond. The resulting six-membered heterocyclic compounds can be rationalized as adducts of imino-boranes with isocyanates and react accordingly, allowing for the dissociative displacement of the trapped isocyanate moiety in a series of exchange reactions. Related carboelementation reactions with the heavier group 13 analogues, Al(C<sub>6</sub>F<sub>5</sub>)<sub>3</sub> and Ga(C<sub>6</sub>F<sub>5</sub>)<sub>3</sub>, result in a dimerization of the carboboration products to afford eight-membered heterocycles.</p> |
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