Conformational analysis in solution of C-2-symmetric 1,1 '-binaphthyl derivatives by circular dichroism spectroscopy and cholesteric induction in nematic mesophases

Citation
G. Proni et al., Conformational analysis in solution of C-2-symmetric 1,1 '-binaphthyl derivatives by circular dichroism spectroscopy and cholesteric induction in nematic mesophases, J ORG CHEM, 65(18), 2000, pp. 5522-5527
Citations number
55
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
00223263 → ACNP
Volume
65
Issue
18
Year of publication
2000
Pages
5522 - 5527
Database
ISI
SICI code
0022-3263(20000908)65:18<5522:CAISOC>2.0.ZU;2-N
Abstract
The twisting ability of a series of 1,1'-binaphthalene compounds used as do pants in nematic solvents has been related to the dihedral angle theta betw een the two naphthalene moieties, While in the case of the more flexible co mpounds the sign and value of the helical twisting power is affected by sev eral structural features that prevent a simple assignment of the conformati on in the presence of a covalent bridge that restricts the rotation around the C(1)-C(1') bond a reliable estimate of the conformational helicity coul d be obtained. This technique is complementary to CD spectroscopy that, for the investigated molecules, presents the same exciton patterns irrespectiv e of the actual theta value.