ISSN:
0887-624X
Keywords:
polymer-supported hydroxyl-containing monoazacrown ethers
;
phase-transfer catalysis
;
elimination
;
alkoxide formation
;
self-solvated alkoxides
;
Chemistry
;
Polymer and Materials Science
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Soluble polystyrenes with crown ether structures and hydroxyl groups adjacent to the macrorings were prepared by the reaction of epoxide-containing polystyrenes with monoaza-15-crown-5 or monoaza-18-crown-6. Rate of formation of the polymer-bound alkali cation-crown alkoxide ion pair from the soluble polystyrenes and aqueous NaOH or KOH depended on the loading of crown ether and hydroxyl units and on the size of the macroring. The elimination of HCl from less reactive 2-chloroethylbenzene with aqueous NaOH or KOH in the presence of the soluble polystyrene catalysts under two-phase conditions was limited mainly by the intrinsic reaction rate. The elimination of HBr from more reactive 2-bromoethylbenzene in the presence of the less (11%) ring-substituted polymer catalyst with 18-crown unit was limited by the alkoxide formation rate. © 1994 John Wiley & Sons, Inc.
Additional Material:
7 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/pola.1994.080320815
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