Proton exchange and hydrogen bonding in hydroxylamine derivatives

Feuer, Henry ; Pelle, David ; Braunstein, David M. ; Rao, C. N. R. (1969) Proton exchange and hydrogen bonding in hydroxylamine derivatives Spectrochimica Acta Part A: Molecular Spectroscopy, 25 (8). pp. 1393-1398. ISSN 0584-8539

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Official URL: http://linkinghub.elsevier.com/retrieve/pii/058485...

Related URL: http://dx.doi.org/10.1016/0584-8539(69)80122-4

Abstract

Proton exchange in hydroxylamines, RNHOH, has been investigated by nuclear magnetic resonance spectroscopy. Hydrogen bonding of the hydroxylamines and their N,N-and N,O-disubstituted derivatives by self-association as well as by their interaction with electron donors has been studied by nuclear magnetic resonance and infrared spectroscopy. The results indicate that the OH group participates to a greater extent in hydrogen bonding than the NH group. The O-H···Y (Y=donor site) hydrogen bonds are found to be generally stronger than the N-H···Y bonds.

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