CHIRAL HELICAL CONFORMATION OF THE POLYPHENYLACETYLENE HAVING OPTICALLY-ACTIVE BULKY SUBSTITUENT

Citation
T. Aoki et al., CHIRAL HELICAL CONFORMATION OF THE POLYPHENYLACETYLENE HAVING OPTICALLY-ACTIVE BULKY SUBSTITUENT, Chemistry Letters, (12), 1993, pp. 2009-2012
Citations number
16
Categorie Soggetti
Chemistry
Journal title
ISSN journal
03667022
Issue
12
Year of publication
1993
Pages
2009 - 2012
Database
ISI
SICI code
0366-7022(1993):12<2009:CHCOTP>2.0.ZU;2-F
Abstract
Poly[p-{L-(-)-menthoxycarbonyl}phenylacetylene]s prepared by [Rh(norbo rnadiene)Cl]2 as a polymerization catalyst exhibited a much higher [al pha]D20 (= - 605 ) than that(= - 68.8 ) of the monomer and a very high molar ellipticity(more than 10(4)) at the pi-pi region in the CD spe ctrum: A chiral helical conformation of the main chain in solution is suggested. The solid membrane of this polymer showed enantioselective permeability (54%ee) for DL-tryptophan.