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Simple two-coordinate acyclic silylenes, SiR (2), have hitherto been identified only as transient intermediates or thermally labile species. By making use of the strong σ-donor properties and high steric loading of the B (NDippCH) (2) substituent (Dipp = 2, 6- (i) Pr (2) C (6) H (3) ), an isolable monomeric species, SiB (NDippCH) (2) N (SiMe (3) ) Dipp, can be synthesized which is stable in the solid state up to 130 °C. This silylene species undergoes facile oxidative addition reactions with dihydrogen (at sub-ambient temperatures) and with alkyl C-H bonds, consistent with a low singlet-triplet gap (103. 9 kJ mol (-1) ), thus demonstrating fundamental modes of reactivity more characteristic of transition metal systems.
Protchenko et al. (Fri,) studied this question.