“…While both the ease of synthesis and reactivity profile of Cy2 BIM suggest that the (boryl)iminomethane (BIM) framework may be generally competent for small-molecule activation processes, it is critical to note that kinetically persistent (boryl)iminomethane monomers are rare. [18][19][20][21][22] Indeed, when unencumbering substituents are present, (boryl)iminomethanes rapidly dimerize to heterocyclic 1,3-diaza-2,4diboretidines (Scheme 1). [23][24][25][26][27][28][29][30][31][32][33][34][35][36] Furthermore, of the few structurallycharacterized (boryl)iminomethane monomers that have been reported, 19 all possess an anti relationship between the borane center and the imino nitrogen lone pair, thus precluding exploitation of their ambiphilic properties toward exogenous substrates.…”