Abstract

Abstract1,1‐Organoboration, using triethyl‐, triallyl‐ and triphenyl‐borane (BEt3, BAll3, BPh3), of dimethysilylethynyl(trimethyl)stannane, Me3SnCCSi(H)Me2 (1), affords alkenes bearing three different organometallic groups at the CC bond. For BEt3 and BPh3, the first products are the alkenes 4 with boryl and stannyl groups in cis‐positions. These rearrange by consecutive 1,1‐deorganoboration and 1,1‐organoboration into the isomers 5 as the final products, where boryl and silyl groups are in cis‐positions linked by an electron‐deficient SiHB bridge. 1,1‐Ethylboration of bis(dimethylsilylethynyl)dimethylstannane, Me2Sn[CCSi(H)Me2]2 (2), leads to the stannacyclopentadiene 6 along with non‐cyclic di(alkenyl)tin compounds 7 and 8. 1,1‐Ethylboration of ethynyl(trimethylstannylethynyl)methylsilane, Me(H)Si(CCSnMe3)CCH (3), leads selectively to a new silacyclopentadiene 13 as the final product. The reactions were monitored and the products were characterized by multinuclear magnetic resonance spectroscopy (1H, 11B, 13C, 29Si and 119Sn NMR). Copyright © 2005 John Wiley & Sons, Ltd.

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