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Hydrogen bond formation to cyclic and acyclic polyethers

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Abstract

Equilibrium constants and enthalpies of hydrogen-bond formation of mcresol to various cyclic (crown) and acyclic polyethers have been determined in benzene solvent. Equilibrium constants indicated no evidence for an operative macrocyclic effect; the relationship between the increasing size of the equilibrium constant and the number of ether oxygens was rationalized with a simple statistical thermodynamic model. Enthalpies of interactions ranged between −19 and −23 kJ-mol−1. In agreement with PCILO calculations, enthalpies of interaction were essentially independent of the number of oxygen atoms in the ether; no significant difference in enthalpies of interaction between cyclic and acyclic ethers was found.

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Spencer, J.N., Ganunis, T.F., Zafar, A.I. et al. Hydrogen bond formation to cyclic and acyclic polyethers. J Solution Chem 21, 1005–1012 (1992). https://doi.org/10.1007/BF00650875

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  • DOI: https://doi.org/10.1007/BF00650875

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