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Rotation Barriers in Pyridinium Salts Depend on the Number of Available Ground State Conformations
; University of Florida, Chemistry Department, Gainesville, FL 32611-7200, USA
Edmund W. Czerwinski
; University of Texas Medical Branch, Department of Human Biological Chemistry & Genetics, Galveston, TX 77555, USA
Alexandru T. Balaban
; Texas A&M University at Galveston, Galveston, TX 77553-1675, USA
Puni tekst: engleski, pdf (102 KB)
Ghiviriga, I., Czerwinski, E.W., Balaban, A.T. (2004). Rotation Barriers in Pyridinium Salts Depend on the Number of Available Ground State Conformations. Croatica Chemica Acta, 77(1-2), 391-396. Preuzeto s https://hrcak.srce.hr/102732
The enthalpy and entropy of activation for the rotation about the C–N bond were measured in a series of five N-(1-hydroxybutan-2-yl)pyridinium salts, the 2,6-substituents being methyl, ethyl and isopropyl. Replacement of a methyl by an ethyl does not change the activation parameters, while replacement by an isopropyl increases both the activation enthalpy and the activation entropy. The latter is due to the decreased number of conformations available in the ground state. The activation entropies fit a simple model based on entropy of mixing.
pyridinium; conformation; isopropyl; activation parameters
Hrčak ID: 102732
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