Preparation and chemistry of PhI+ C. tplbond. CI+ Ph. cntdot. 2-OTf, bis [phenyl [[(trifluoromethyl) sulfonyl] oxy] iodo] acetylene, a novel difunctional acetylene, bis ( …

PJ Stang, VV Zhdankin

Index: Stang, Peter J.; Zhdankin, Viktor V. Journal of the American Chemical Society, 1991 , vol. 113, # 12 p. 4571 - 4576

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Citation Number: 83

Abstract

Abstract: The title compound 2 is readily prepared as a stable microcrystalline solid from bis (tri-n-butylstanny1) acetylene and PhICN-OTf. It was fully characterized by multinuclear NMR, IR, and elemental analysis. As expected, the electron-deficient acetylene 2 reacts with a number of nucleophiles (eg, Ph3P, PhSNa, and PhOLi) providing a variety of bifunctionalized acetylenes 5, 6, 7, and 9. It also undergoes cycloaddition reactions with ...