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The structure of the first stable silaneimine ′Bu 2 Si=N—Si′Bu 3  (1) (i.e. a compound containing a silicon nitrogen double bond) has been determined by X-ray crystallography (monoclinic, space group P2 1 /n, a = 8.962(1), b = 18.361(1), c = 14.658(1) Å, β = 90.98(1)°, V = 2411.6 Å 3 .Z = 4, wR = 0.043, w = 1/σ 2 (F o ) for 208 refined parameters and 2610 observed structure factors. It is monomeric in the solid state and has a nearly linear Si=N—Si skeleton (Si—N—Si 177.8(2)°) with drastically different Si=N and Si—N bond lengths (1.568(3) and 1.695(3) A, respectively). The benzophenone adduct of ′Bu 2 Si=N—Si′Bu 3  and the tetrahydrofuran (THF) adduct of the closely related silaneimine Me 2 Si=N—Si′Bu 3  contain the donor molecules being coordinated exclusively to the unsaturated silicon atoms, which adopt a distorted tetrahedral coordination geometry upon coordination with characteristically elongated Si=N double bonds. The solid state structure of the benzophenone adduct strongly suggests that [2+2] cycloadditions of Si=N double bonds with aldehydes or ketones proceed in a non-concerted manner via prior formation of donor-Si bonds.

zeitschrift für naturforschung b

Strukturchemie ungesättigter Siliciumverbindungen: Kristall- und Molekülstrukturen des stabilen Silanimins ′Bu 2 Si=N—Si′Bu 3  und von Silanimin-Donoraddukten (Donor = Tetrahydrofuran, Benzophenon) / Structural Chemistry of Unsaturated Silicon Compounds: Crystal and Molecular Structures of the Stable Silaneimine ′Bu 2 Si=N—Si′Bu 3  and of Silaneimine Donor Adducts (Donor = Tetrahydrofuran, Benzophenone)