Influence des effets inductifs et stériques sur la basicité des amines tertiaires. Détermination et interprétation des ΔH et des ΔS
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New Type
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ΔH and ΔS were obtained by pKa measurements in water at different temperatures for a series of dihydroxylated tertiary amines. The thermodynamic factors seem to confirm that the diminution in basicity introduced by long chain substituents is caused by frontal hindrance to solvation, accompanied by a new type of back-strain. With short chain substituents, the formation of intramolecular hydrogen bonds can be seen by the variations of the entropy factor.
2012 ◽
Vol 77
(22)
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pp. 10093-10104
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1991 ◽
Vol 56
(4)
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pp. 880-885
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2014 ◽
Vol 20
(20)
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pp. 5946-5952
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