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Mechanistic Insights into the Base-Mediated Deuteration of Pyridyl Phosphonium and Ammonium Salts
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Pyridines can be deuterated at remote sites by treatment with KOtBu in DMSO-d6, although without discrimination between the meta- and para-position. Herein, base-catalyzed deuterations have been studied, computationally and experimentally, on a series of pyridyl phosphonium and ammonium salts having a temporary electron-withdrawing group to block the para-position while increasing the acidity in the other positions.
American Chemical Society (ACS)
Title: Mechanistic Insights into the Base-Mediated Deuteration of Pyridyl Phosphonium and Ammonium Salts
Description:
Pyridines can be deuterated at remote sites by treatment with KOtBu in DMSO-d6, although without discrimination between the meta- and para-position.
Herein, base-catalyzed deuterations have been studied, computationally and experimentally, on a series of pyridyl phosphonium and ammonium salts having a temporary electron-withdrawing group to block the para-position while increasing the acidity in the other positions.
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