Journal of the American Chemical Society

2-Norbornanediazonium ions revisited

W Kirmse, R Siegfried

Index: Kirmse, Wolfgang; Siegfried, Rainer Journal of the American Chemical Society, 1983 , vol. 105, # 105 p. 950 - 956

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Citation Number: 27

Abstract

Abstract: The reactions of 2-norbornanediazonium ions have been reinvestigated with the aid of optically active and deuterium-labeled precursors. Enantiomeric purities were determined by direct VPC methods, and deuterium distributions by* H NMR spectroscopy. The product pattern is strongly affected by the polarity of the solvent. exo-Diazonium ions 13 in water yield racemic exo alcohol (50.1% endo). In carboxylic acids, the fraction of endo ...