Does formal intramolecular transfer of an acidic deuterium to a site of halogen-lithium exchange show that lithium-halogen exchange is faster than loss of the acidic …

P Beak, TJ Musick, CW Chen

Index: Beak, Peter; Musick, Timothy J.; Chen, Chin-wen Journal of the American Chemical Society, 1988 , vol. 110, # 11 p. 3538 - 3542

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Citation Number: 72

Abstract

Abstract: Reactions in which there is formal intramolecular transfer of an acidic deuterium to a site of halogen-lithium exchange could be interpreted to show that initial halogen-lithium exchange occurs faster than loss of the acidic deuterium. However studies of the competition between halogen-metal-deuterium exchange and deuterium loss for N-deuterio-N-alkyl-o,-m- , and-p-halobenzimides are not consistent with that mechanism. We suggest an ...