Molecular mechanics calculation of the rotational barriers of 2,2',6-trialkylbiphenyls to explain their GC-elution behaviour

Adri C.T. Van Duin, Bart Hollanders, René J.A. Smits, Jan M.A. Baas, Bastiaan Van De Graaf, Martin P. Koopmans, Jaap S. Sinninghe Damsté, Jan W. De Leeuw

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Abstract

Application of molecular mechanics enabled calculation of the rotational barrier between the two atropisomers of 2,3,5',6-tetramethyl-2'-(2-butyl)biphenyl. The calculated energy barrier, 149.4 k J/mol, is in good agreement with the experimental value of 155 kJ/mol reported by Koopmans et al. (1996) for a similar 2,3,5',6-tetramethyl-2'-(2-alkyl)hiphenyl compound, supporting their interpretation of the GC MS data of these compounds.

Original languageEnglish (US)
Pages (from-to)587-591
Number of pages5
JournalOrganic Geochemistry
Volume24
Issue number5
DOIs
StatePublished - May 1996

All Science Journal Classification (ASJC) codes

  • Geochemistry and Petrology

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