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A Hydride-Substituted Homoleptic Silylborate: How Similar is it to its Diborane(6)-Dianion Isostere?
Jannik Gilmer1, Michael Bolte1, Alexander Virovets1
1Institut für Anorganische und Analytische Chemie, J. W. Goethe-Universität Frankfurt, Max-von-Laue-Str. 7, 60438, Frankfurt (Main), Germany.
Abstract:
The B-nucleophilic 9H-9-borafluorene dianion reacts with 9-chloro-9-silafluorene to afford air- and moisture-stable silylborate salts M[Ar2 (H)B-Si(H)Ar2 ] (M[HBSiH], M=Li, Na). Li[HBSiH] and Me3 SiCl give the B-pyridine adduct Ar2 (py)B-Si(H)Ar2 ((py)BSiH) or the chlorosilane Li[Ar2 (H)B-Si(Cl)Ar2 ] (Li[HBSiCl]) in C6 H6 -pyridine or THF. In both cases, the first step is H- abstraction at the B center. The resulting free borane subsequently binds a py or thf ligand. While the py adduct is stable at room temperature, the thf adduct undergoes a 1,2-H shift via the cyclic B(μ-H)Si intermediate BHSi, which is afterwards attacked at the Si atom by a Cl- ion to give Li[HBSiCl]. DFT calculations were employed to support the proposed reaction mechanism and to characterize the electronic structure of BHSi. Treatment of Li[HBSiCl] with the N-heterocyclic carbene IMe introduces the neutral donor at the Si atom and leads to Ar2 (H)B-Si(IMe)Ar2 (HBSi(IMe)), a donor-acceptor-stabilized silylene.
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