Donor Properties of a Free-Radical Base

Yau Yan Lim; Russell S. Drago

doi:10.1021/ja00733a016

Donor Properties of a Free-Radical Base

Yau Yan Lim, Russell S. Drago

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Abstract

Enthalpies of adduct formation of 2,2,6,6-tetramethylpiperidine-N-oxyl have been investigated with various hydrogen-bonding acids. The enthalpies and frequency shifts are compared with results from previously reported correlations. The nitrogen hyperfine coupling constant is found to increase regularly with the enthalpy of adduct formation. The donor orbital in the molecule is identified and a model is proposed to account for the increase in A_N with-ΔH. The nmr isotropic shift of the alcohol proton is measured. The difficulties associated with interpreting this shift are presented.

Original language	English
Pages (from-to)	891-894
Number of pages	4
Journal	Journal of the American Chemical Society
Volume	93
Issue number	4
DOIs	https://doi.org/10.1021/ja00733a016
Publication status	Published - 1 Feb 1971
Externally published	Yes

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AB - Enthalpies of adduct formation of 2,2,6,6-tetramethylpiperidine-N-oxyl have been investigated with various hydrogen-bonding acids. The enthalpies and frequency shifts are compared with results from previously reported correlations. The nitrogen hyperfine coupling constant is found to increase regularly with the enthalpy of adduct formation. The donor orbital in the molecule is identified and a model is proposed to account for the increase in AN with-ΔH. The nmr isotropic shift of the alcohol proton is measured. The difficulties associated with interpreting this shift are presented.

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Donor Properties of a Free-Radical Base

Abstract

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