ArticleChemical science2026
N-H/P-H bond activation of ammonia, amines and phosphines at a transient borylene.
Article in Chemical science, 2026. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.
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5 authors.
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Abstract
The metal-free activation of amines and phosphines is of great significance due to its broad relevance in both organic synthesis and industrial chemistry. Herein, we report the cooperative 1,2-addition of N-H bonds from ammonia as well as various primary and secondary amines, and the 1,1-addition of P-H bonds from primary phosphines, across the C[double bond, length as m-dash]B double bond of a transient cyclic (alkyl)(amino)carbene (CAAC)-stabilized arylborylene. This transient borylene species displays remarkable ambiphilicity, enabling selective, metal-free activation of amines and phosphines. Mechanistic studies reveal distinct activation pathways dictated by the electronic and steric properties of the substrates, highlighting the unique reactivity of CAAC-stabilized borylenes.
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