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For the first time, the reactivity of the metal- and N-heterocyclic carbene-supported monovalent hydroborylene is reported. Isocyanides react with the hydroborylene Ni II complex [{cat( TMS L)Si}(Cl)Ni←:BH(NHC) 2 ] 1 (cat = ortho -C 6 H 4 O 2 ; TMS L = N(SiMe 3 )(Dipp); Dipp = 2,6-Pr i  2 C 6 H 3 ; NHC = :C[(Pr i )NC(Me)] 2 ) to form the hydride-bridged hydroborylene-Ni II complexes 2 . The reaction of 1 with isoelectronic CO, however, is reversible and furnishes the related unprecedented hydride- and CO-bridged hydroborylene Ni II complex 2-CO , which undergoes isomerisation through silyl/NHC exchange at ambient temperature to afford the corresponding hydro(silyl)boryl Ni II complex 3 . Markedly, 2 readily and quantitatively react with one further molar equiv. of isocyanide to give, under borylene liberation and H/Cl ligand exchange, boraketiminium species, which represent cationic B I complexes. These latter compounds are highly reactive in solution, and can undergo quantitative transformation into previously unknown cyanoborenium cations.

Striking transformations of the hydroborylene ligand in a HB:→NiIIcomplex with isocyanides and CO

Striking transformations of the hydroborylene ligand in a HB:→Ni^IIcomplex with isocyanides and CO