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- W1631755768 abstract "Abstract Associations between methyl or halogenated phenols and saturated aliphatic ketones of varied hindrance in positions α or β to the carbonyl group are studied with regard to the search for behavioral similarities and determination of the influence of phenol chelation or steric hindrance of one of the association partners. From a statistical treatment by Principal Component Analysis on 147 couples of ketone-phenol dimers it can be inferred that overall the association constants K pc and the associated OH bandwidth (Δν 1 2 ) OH can be factorized into a product of reduced characteristics, which expresses the association aptitude of each phenol or ketone. Thus phenol donor characteristics K p (Δν 1 2 ) p are linearly related to their p K a values at least in the absence of bisubstitution at ortho positions. For ortho substituted phenols, reduced bandwidths (Δν 1 2 ) p do not depend on intramolecular auto association, and so allow for determination of actual ketone-phenol association constants (and estimation of chelation constants). Comparison of ketone reduced characteristics with the usual basicity scales (association constant with parafluorophenol or iodine, solvation parameters, ν CO frequencies) assess the scope of our proportionality model. The specific behavior of saturated aliphatic ketones when compared to other carbonyl derivatives is interpreted through conformational effects acting differently on accessibility or stretching frequency ν CO of the carbonyl." @default.
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- W1631755768 date "1989-09-01" @default.
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- W1631755768 title "Influence de la structure des cetones et de l'acidite des phenols sur leur mode de complexation" @default.
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- W1631755768 doi "https://doi.org/10.1016/0022-2860(89)85064-1" @default.
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