Journal of the American Chemical Society

Organosulfur chemistry. Part 55. Fluorodestannylation. A powerful technique to liberate anions of oxygen, sulfur, selenium, and carbon

DN Harpp, M Gingras

Index: Harpp, David N.; Gingras, Marc Journal of the American Chemical Society, 1988 , vol. 110, # 23 p. 7737 - 7745

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Citation Number: 77

Abstract

Abstract: Fluoride ions smoothly destannylate organotin chalcogenides to liberate nucleophilic chalcogenide ions; hence the first nucleophilic oxide (02-) and selenide (Se2-) transfer agents are reported where the tin atom serves as a “group 16 (VIB) transfer agent”. In the presence of crown ethers or ammonium salts, this process results in a new way to generate “naked” nucleophiles. Ethers and selenides are formed in good to excellent yield ...

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