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■ Novel Reactions of Steric Encumbered 1,4-Dilithio-1,3-butadiene with Group 14 Electrophiles: Formation and Structure of Stable Dihydroxygermole

Masaichi Saito,* Michio Nakamura, and Tomoyuki Tajima

*Saitama University, Shimo-okubo, Sakura-ku, Saitama 338-8570 , Japan

Abstract

Reactions of 1,4-dilithio-1,3-butadiene 1 having bulky silyl ligands at the 1,4-positions with group 14 electrophiles were examined. Reactions of 1,4-dilithio-1,3-butadiene 1 with tetraethoxygermane gave diethoxygermole 5, which was hydrolyzed to give stable dihydroxygermole 16. The X-ray diffraction analysis of dihydroxygermole 16 revealed intermolecular hydrogen bonds. The reaction of 1 with stannous chloride was also examined.