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Deprotonation of α-distonic ions. Proton affinities of the α-radicals

✍ Scribed by H.E. Audier; J. Fossey; P. Mourgues; D. Leblanc; S. Hammerum

Publisher: Elsevier Science
Year: 1996
Tongue: English
Weight: 645 KB
Volume: 157-158
Category: Article
ISSN: 0168-1176
DOI: 10.1016/s0168-1176(96)04397-2

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✦ Synopsis

The proton affinity at the heteroatom PA, of four o-radicals ('CH,OH, CH3'CHOH, 'CH20CH3 and 'CHrNH,) was measured by studying the deprotonation of the corresponding ol-distonic ions in the cell of a FITCR spectrometer. This method can only be used for cu-distonic ions which are more stable than their molecular ion counterpart. It was found that the PAX of the %HrOH, CHr'CHOH, 'CHrOCH3 and 'CHrNHr o-radicals lies respectively 15.7, 14.5, 10.1 and 17.2 kcal mol-' under that of CHrOH, CHrCHrOH, CHrOCH3 and CH3NH2. These results are in good agreement with the PA obtained by high level ab initio calculations.

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