Flip-flops in fluorinated o-cresol

Ab initio geometry optimizations are used to investigate the side chain fluorinated cis o-cresols, HOC 6H 4CH 3− n F n ( n=1, 2, and 3). The three ground states are found to contain hydrogen bonded hexagon, which may flip flop between two equivalent positions relative to the phenyl ring. In the case...

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Bibliographic Details
Published inChemical physics letters Vol. 321; no. 1; pp. 126 - 128
Main Authors Knak Jensen, S.J., Vank, J.C., Tang, T.-H., Csizmadia, I.G.
Format Journal Article
LanguageEnglish
Published Elsevier B.V 21.04.2000
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Summary:Ab initio geometry optimizations are used to investigate the side chain fluorinated cis o-cresols, HOC 6H 4CH 3− n F n ( n=1, 2, and 3). The three ground states are found to contain hydrogen bonded hexagon, which may flip flop between two equivalent positions relative to the phenyl ring. In the cases n=2 and n=3 the activation energy for the flip-flop is about the same and less than 1 kJ/mol, whereas it is an order of magnitude higher for n=1. The difference in activation energies is associated with the dynamics of the flip-flop and the stoichiometry of the cresol.
ISSN:0009-2614
1873-4448
DOI:10.1016/S0009-2614(00)00295-5