Chemical communications

Tetramethylammonium chloride as a selective and robust phase transfer catalyst in a solid–liquid halex reaction: the role of water

…, S Negussie, M Royz, N Mushkin

Index: Sasson, Yoel; Negussie, Samuel; Royz, Michael; Mushkin, Noam Chemical Communications, 1996 , # 3 p. 297 - 298

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Citation Number: 28

Abstract

Aromatic halide displacement by fluoride (Halex reaction) is an attractive alternative to other modes of aromatic fluorination such as the Balz-Schiemann reaction or related diazotization procedures. 1 Numerous activated aryl chlorides were ex- changed with potassium fluoride (by far the preferred fluoride ion source) to yield the corresponding aryl fluorides. Since the nucleophilicity of the fluoride ion is sufficiently high only in non-hydrogen bonding donor solvents, where ...