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

Adri 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

Research output: Contribution to journalArticle

5 Citations (Scopus)

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 - Jan 1 1996

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Molecular mechanics
Energy barriers
mechanics
energy
diphenyl
alkyl compound
calculation

All Science Journal Classification (ASJC) codes

  • Geochemistry and Petrology

Cite this

Van Duin, A., Hollanders, B., Smits, R. J. A., Baas, J. M. A., Van De Graaf, B., Koopmans, M. P., ... De Leeuw, J. W. (1996). Molecular mechanics calculation of the rotational barriers of 2,2',6-trialkylbiphenyls to explain their GC-elution behaviour. Organic Geochemistry, 24(5), 587-591. https://doi.org/10.1016/0146-6380(96)00069-1
Van Duin, Adri ; Hollanders, Bart ; Smits, René J.A. ; Baas, Jan M.A. ; Van De Graaf, Bastiaan ; Koopmans, Martin P. ; Sinninghe Damsté, Jaap S. ; De Leeuw, Jan W. / Molecular mechanics calculation of the rotational barriers of 2,2',6-trialkylbiphenyls to explain their GC-elution behaviour. In: Organic Geochemistry. 1996 ; Vol. 24, No. 5. pp. 587-591.
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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.",
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Van Duin, A, Hollanders, B, Smits, RJA, Baas, JMA, Van De Graaf, B, Koopmans, MP, Sinninghe Damsté, JS & De Leeuw, JW 1996, 'Molecular mechanics calculation of the rotational barriers of 2,2',6-trialkylbiphenyls to explain their GC-elution behaviour', Organic Geochemistry, vol. 24, no. 5, pp. 587-591. https://doi.org/10.1016/0146-6380(96)00069-1

Molecular mechanics calculation of the rotational barriers of 2,2',6-trialkylbiphenyls to explain their GC-elution behaviour. / Van Duin, Adri; Hollanders, Bart; Smits, René J.A.; Baas, Jan M.A.; Van De Graaf, Bastiaan; Koopmans, Martin P.; Sinninghe Damsté, Jaap S.; De Leeuw, Jan W.

In: Organic Geochemistry, Vol. 24, No. 5, 01.01.1996, p. 587-591.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Molecular mechanics calculation of the rotational barriers of 2,2',6-trialkylbiphenyls to explain their GC-elution behaviour

AU - Van Duin, Adri

AU - Hollanders, Bart

AU - Smits, René J.A.

AU - Baas, Jan M.A.

AU - Van De Graaf, Bastiaan

AU - Koopmans, Martin P.

AU - Sinninghe Damsté, Jaap S.

AU - De Leeuw, Jan W.

PY - 1996/1/1

Y1 - 1996/1/1

N2 - 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.

AB - 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.

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