Carboboration of isocyanates with tris(pentafluorophenyl)borane and evidence for dissociative FLP chemistry of an acid–base pair
2019
Mehta, Meera | Goicoechea, Jose M.
We report on the reactivity of isocyanates towards tris(pentafluorophenyl)borane which was found to result in the 1,2-carboboration of the isocyanate CO 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(C₆F₅)₃ and Ga(C₆F₅)₃, result in a dimerization of the carboboration products to afford eight-membered heterocycles.
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