Title
Novel vanadium catalyst system with tartaric acid salts for highly selective asymmetric oxidative coupling polymerization
Author
Soichiro Murakami, Shigeki Habaue, Hideyuki Higashimura
Year
2007
Journal
Polymer
Abstract
The asymmetric oxidative coupling polymerization (AOCP) of 2,3-dihydroxynaphthalene (DHN) with a novel catalyst system, oxovanadium(IV) stearate in the presence of the sodium or lithium salt of tartaric acid, under an O2 atmosphere was carried out. For example, the polymerization with a catalytic amount of the d-(−)-tartaric acid disodium salt in THF at room temperature for 48 h followed by acetylation of the hydroxyl groups gave a methanol-insoluble polymer in a 40% yield, which showed the highest specific rotation value ([α]D) of −223 among the polymers so far obtained by the AOCP of DHN. The enantioselectivity during the polymerization was estimated to be an 88% enantiomeric exess (S).
Instrument
J-720
Keywords
Circular dichroism, Polymers, Stereochemistry