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Tetra-1-alkynylsilanes, Si(C≡CR 1 ) 4  with R 1  =  t Bu (1) and SiMe 3  (2) react with triethylborane, Et 3 B. by intermolecular 1,1-ethyloboration followed by intramolecular 1,1-vinyloboration, to give the substituted siloles 3 and 5 with two R 1 C≡C groups linked to silicon. The formation of 5 (R 1  = SiMe 3 ) requires exactly one equivalent of Et 3 B, whereas 3 (R 1  =  t Bu) is formed after ≈ 20 d in boiling toluene in the presence of a large excess of Et 3 B, and the remaining  t Bu -C ≡ C groups in 3 do not react with Et 3 B. The 1,1-organoboration of 2 using one equivalent of 9-ethyl-9-borabicyclo[3.3.1]nonane, Et-9-BBN, proceeds similar to the Et 3 B-reaction, to give mainly the silole derivative 6, in which the bicyclic ring system is enlarged by two carbon atoms. This product is the result of a kinetically controlled reaction. The single crystal X-ray analysis of 1 has been carried out (space group Pnma; a = 990.0(2), b = 1668.0(3), c = 1479.0(3) pm), and its crystal structure is com pared with that of the corresponding tin compound 1 (Sn).

1,1-Organoboration of Sterically Hindered Tetra-l-alkynylsilanes and the Crystal Structure of Tetrakis[1-(3,3-dimethyl)butynyl]silane