Enthalpy-entropy compensation recognition

MOLECULAR RECOGNITION IN CHEMISTRY AND BIOLOGY AS VIEWED FROM ENTHALPY-ENTROPY COMPENSATION EFFECT ... 

It is advised therefore that the extrathermodynamic analysis based on the enthalpy-entropy compensation effect should be restricted to the (suprajmolecular recognition phenomena governed by cooperative weak interactions. 

Enthalpy-Entropy Compensation as a Practical Tool for a Global Understanding of Molecular Recognition... 

A Theoretical Approach to Enthalpy-Entropy Compensation in Molecular Recognition... 

Rekharsky MV, Inoue Y, Chiral recognition thermodynamics of f-cyclodextrin The thermodynamic origin of enantioselectivity and the enthalpy-entropy compensation effect, J. Am. Chem. Soc. 2000 122 4418-4435. 

Inoue Y, Hakushi T, Liu Y, Tong LH, Shen BJ, Jin DS, Thermodynamics of molecular recognition by cyclodextrins. 1. Calorimetric titration of inclusion complexation of naphthalenesulfonates with a-, f-, and y-cyclodextrins enthalpy-entropy compensation, J. Am. Chem. Soc. 1993 115 475-481. 

ENTHALPY-ENTROPY COMPENSATION AS A PRACTICAL TOOL FOR UNDERSTANDING AND ANALYZING GUEST SOLVATION AND MOLECULAR RECOGNITION... 

Inoue, Y. Wada, T. Molecular Recognition in Chemistry and Biology as Viewed from Enthalpy-Entropy Compensation Effect. In Advances in Supramolecular Chemistry Gokel. G.W.. Ed. JAI Press Greenwich, CT, 1997 Vol. 4. 55-96. 

Y. Inoue and T. Wada, Molecular recognition in chemistry and biology as viewed from enthalpy-entropy compensation effect, in Advances in Supramolecular Chemistry,... 

It is significant to mention here that below T so enantioseparation is enthalpy controlled, and the 7 -enantiomer is eluted first followed by the -enantiomer, while above T[ o enantioseparation is entropy controlled and the reverse order of elution is observed. Therefore, the reverse order of elution occurs due to enthalpy and entropy compensation. Only when the van t Hoff plot is linear over a wide range of temperatures, including Tisoj is the thermodynamic principle of entropy/enthalpy compensation established. In principle, temperature-dependent multimodal recognition mechanisms that oppose each other may also account for the observation of an isoenantioselective temperature [87, 135, 136]. 

---