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

doi: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

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

Research output: Contribution to journal › Article › peer-review

9 Scopus citations

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 language	English (US)
Pages (from-to)	587-591
Number of pages	5
Journal	Organic Geochemistry
Volume	24
Issue number	5
DOIs	https://doi.org/10.1016/0146-6380(96)00069-1
State	Published - May 1996

All Science Journal Classification (ASJC) codes

Geochemistry and Petrology

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10.1016/0146-6380(96)00069-1

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@article{cbece9d13230433db7138be8e365103e,

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

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.",

author = "\{Van Duin\}, \{Adri C.T.\} and Bart Hollanders and Smits, \{Ren{\'e} J.A.\} and Baas, \{Jan M.A.\} and \{Van De Graaf\}, Bastiaan and Koopmans, \{Martin P.\} and \{Sinninghe Damst{\'e}\}, \{Jaap S.\} and \{De Leeuw\}, \{Jan W.\}",

year = "1996",

month = may,

doi = "10.1016/0146-6380(96)00069-1",

language = "English (US)",

volume = "24",

pages = "587--591",

journal = "Organic Geochemistry",

issn = "0146-6380",

publisher = "Elsevier Ltd",

number = "5",

}

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 C.T.

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 - 1996/5

Y1 - 1996/5

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.

UR - https://www.scopus.com/pages/publications/0030137741

UR - https://www.scopus.com/pages/publications/0030137741#tab=citedBy

U2 - 10.1016/0146-6380(96)00069-1

DO - 10.1016/0146-6380(96)00069-1

M3 - Article

AN - SCOPUS:0030137741

SN - 0146-6380

VL - 24

SP - 587

EP - 591

JO - Organic Geochemistry

JF - Organic Geochemistry

IS - 5

ER -

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

Abstract

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