F8BINOL, an electronically perturbed version of BINOL with remarkable configurational stability

Authors
Yudin, AK Martyn, LJP Pandiaraju, S Zheng, J Lough, A
Citation
Ak. Yudin et al., F8BINOL, an electronically perturbed version of BINOL with remarkable configurational stability, ORG LETT, 2(1), 2000, pp. 41-44
Citations number
22
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
1
Year of publication
2000
Pages
41 - 44
Database
ISI
SICI code
1523-7060(200001)2:1<41:FAEPVO>2.0.ZU;2-R
Abstract
[GRAPHICS] Substitution of hydrogens by fluorines at the 5, 5', 6, 6', 7, 7', 8, and 8 ' positions of BINOL strongly affects distribution of electron density with in the biaryl skeleton but has a very small influence on the torsion angle, The most important consequence of this structural alteration is the dramat ic increase in configurational stability of homochiral F8BINOL.