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Preparation of terminal stannylacetylenes: to sodium acetylene (100 mmol) in liquid ammonia (150 ml) was added dropwise tri-butyl or-phenylstannyl chloride (100 mmol) in benzene (20 ml). The reaction mixture was stirred for 1.5 h, and warmed up to room temperature. Ammonia was allowed to boil from mixture, and the residue, having been washed with pentane (80 ml), was filtered, removal of the solvent in vacuo, and purified by flash chromatography (petroleum, b.p. 30–60°C) to afford terminal stannylacetylenes as oils. R = n-Butyl: (δH2.27 (1 H, s), 1.2–1.6 (12 H, m), 0.86–0.98 (15 H, m) (Found: C, 52.93; H, 8.57. requires C, 53.37; H, 8.96%). R = Ph: δH 7.20–7.68 (15 H, m), 2.35 (1 H, s) (Found: C, 64.43; H, 3.86. C12H28Sn requires C, 64.05; H, 4.30%).
