ISSN:
0887-624X
Keywords:
optically active poly(γ-ketosulfide)s
;
cinchona and ephedra alkaloids
;
asymmetric polyaddition
;
induced optical activity
;
circular dichroism
;
Chemistry
;
Polymer and Materials Science
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Optically active poly(γ-ketosulfide)s having the asymmetric centers disposed along the main chain have been prepared by step polyaddition of 1,3-dimercaptobenzene to 4,4-dimethyl-2,5-cyclohexadiene-1-one, or to trans, trans-2,5-heptadiene-3-one, in the presence of catalytic amounts of chiral amines. The extent of asymmetric induction on the resulting polymeric product is found to be higher when the alicyclic ketone reagent is employed and is enhanced by lowering the catalyst concentration. The comparison of stereochemical features and chiroptical properties of appropriate low molecular weight analogues with those of the polymeric derivatives indicates that a comparable asymmetric induction occurs in polymers and model compounds, and that the former systems do not display appreciable evidence of ordered secondary structures, in agreement with a low stereoregularity degree along the macromolecular backbone. © 1996 John Wiley & Sons, Inc.
Additional Material:
10 Ill.
Type of Medium:
Electronic Resource
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