Conformational analysis of biphenyl derivatives. I. A novel steric constant from the internal rotation rate of 2,2 '-bis-(N-substituted carbamoylmethyl)biphenyl by means of dynamic NMR

Citation
Gl. Lin et al., Conformational analysis of biphenyl derivatives. I. A novel steric constant from the internal rotation rate of 2,2 '-bis-(N-substituted carbamoylmethyl)biphenyl by means of dynamic NMR, J CHIN CHEM, 47(3), 2000, pp. 449-454
Citations number
26
Categorie Soggetti
Chemistry
Journal title
JOURNAL OF THE CHINESE CHEMICAL SOCIETY
ISSN journal
00094536 → ACNP
Volume
47
Issue
3
Year of publication
2000
Pages
449 - 454
Database
ISI
SICI code
0009-4536(200006)47:3<449:CAOBDI>2.0.ZU;2-W
Abstract
A novel scale of steric substituent constant E-s(D) is defined from the cor relation of the logarithms of the internal rotation rate (k(r)) at 393 K wi th Hancock (E-s(c)) steric constant by means of dynamic NMR. In the inhibit ion of Pseudomona species lipase by 2,2'-bis-(N-substituted carbamoylmethyl )biphenyls (1-8), the logarithms of bi-molecular rate constants are multipl y correlated with both the Taft substituent constant sigma* and E-s(D).