Citation:
REN Qisheng, HUANG Wenqiang, ZHAO Fengzhi, Ho Binglin. A NEW POLYMER-BOUND 1,2-DIOL AS A PROTECTING AGENT FOR SYMMETRICAL DIALDEHYDE*[J]. Chinese Journal of Polymer Science,
1989, 7(4): 346-353.
A NEW POLYMER-BOUND 1,2-DIOL AS A PROTECTING AGENT FOR SYMMETRICAL DIALDEHYDE*
摘要:
A novel polymer-bound 1,2-diol, 3-polystyrylsulfonyl-1,2-propanediol (6) had been prepared by the reaction of sodium polystyrylsulfinate with allyl bromide, followed by oxidation and. hydrolysis or directly with 3-chloro-1,2-propanediol in the presence of a phase transfer catalyst, n-tetrabutylammonium iodide. The capacity of resin 6 for terephthaidehyde reached 1.43 mmol/g. The aldehydic groups attached to polymer 6 reacted with hydroxylamine hydrochloride or reduced by sodium borohydride giving p-formylbenzaldoxime(yield:89%)and p-formyl-benzalcohol(yield:734%),respectively.The high yields of these polymer-supported reactions showed that the polymer 6 possessed the effective isolation of its reactive sites.
English
A NEW POLYMER-BOUND 1,2-DIOL AS A PROTECTING AGENT FOR SYMMETRICAL DIALDEHYDE*
Abstract:
A novel polymer-bound 1,2-diol, 3-polystyrylsulfonyl-1,2-propanediol (6) had been prepared by the reaction of sodium polystyrylsulfinate with allyl bromide, followed by oxidation and. hydrolysis or directly with 3-chloro-1,2-propanediol in the presence of a phase transfer catalyst, n-tetrabutylammonium iodide. The capacity of resin 6 for terephthaidehyde reached 1.43 mmol/g. The aldehydic groups attached to polymer 6 reacted with hydroxylamine hydrochloride or reduced by sodium borohydride giving p-formylbenzaldoxime(yield:89%)and p-formyl-benzalcohol(yield:734%),respectively.The high yields of these polymer-supported reactions showed that the polymer 6 possessed the effective isolation of its reactive sites.
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