Journal article

Flexible molecules with defined shape XI - Conformer equilibria in 2,4-disubstituted pentane derivatives


Authors list: Hoffmann, RW; Stenkamp, D; Trieselmann, T; Göttlich, R

Publication year: 1999

Pages: 2915-2927

Journal: European Journal of Organic Chemistry

Volume number: 1999

Issue number: 11

ISSN: 1434-193X

Publisher: Wiley


Abstract: 
2,4-Disubstituted pentanes are molecules which adopt essentially only two conformations. Substituents have been varied in order to find those which lead to a strong preference of the conformer equilibrium. Studying 2-substituted 4-methylpentanes 3 and 4-benzyloxypentanes 12, it has been shown that substituent effects on the conformer equilibria are not additive, as would be expected on the grounds of steric effects alone. Rather, interactions between polar groups reinforce the bias of the conformer equilibria. When applied to 2,4-disubstituted pentanes, substituents such as chloro or phthalimido shift the conformer equilibrium to the side of the gg conformer with preferences exceeding 90%.



Citation Styles

Harvard Citation style: Hoffmann, R., Stenkamp, D., Trieselmann, T. and Göttlich, R. (1999) Flexible molecules with defined shape XI - Conformer equilibria in 2,4-disubstituted pentane derivatives, European Journal of Organic Chemistry, 1999(11), pp. 2915-2927. https://doi.org/10.1002/(SICI)1099-0690(199911)1999:11<2915::AID-EJOC2915>3.0.CO;2-R

APA Citation style: Hoffmann, R., Stenkamp, D., Trieselmann, T., & Göttlich, R. (1999). Flexible molecules with defined shape XI - Conformer equilibria in 2,4-disubstituted pentane derivatives. European Journal of Organic Chemistry. 1999(11), 2915-2927. https://doi.org/10.1002/(SICI)1099-0690(199911)1999:11<2915::AID-EJOC2915>3.0.CO;2-R

Last updated on 2025-21-05 at 15:42