Abstract
IT has long been considered that nuclear magnetic resonance (NMR) should be a suitable technique for the demonstration of slow inversion in trivalent nitrogen compounds. However, only in the case of cyclic imines, such as N-ethylethyleneimine, has it been possible to demonstrate slow inversion by NMR1. Recently, Saunders and Yamata2 searched for evidence of slow inversion in dibenzyl methylamine, but found no evidence for non-equivalence of methylene protons in the amine itself. They were successful, however, in observing non-equivalence in the amine hydrochloride.
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References
Bottini, A. T., and Roberts, J. D., J., Amer. Chem. Soc., 78, 5126 (1956).
Saunders, M., and Yamata, F., J. Amer. Chem. Soc., 85, 1882 (1963).
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SIDDALL, T., PROHASKA, C. Slow Inversion at the Nitrogen Atom in Certain Amides. Nature 208, 582–583 (1965). https://doi.org/10.1038/208582a0
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DOI: https://doi.org/10.1038/208582a0
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