CYCLOTRIMERIZATION OF ARYL ISOCYANATES CATALYZED BY ALKOXYALLENES THROUGH ZWITTERIONIC MECHANISM

被引:22
作者
MIZUYA, J [1 ]
YOKOZAWA, T [1 ]
ENDO, T [1 ]
机构
[1] TOKYO INST TECHNOL,RESOURCES UTILIZAT RES LAB,NAGATSUTA,MIDORI KU,YOKOHAMA,KANAGAWA 227,JAPAN
关键词
D O I
10.1002/pola.1991.080291103
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Alkoxyallenes (1) are found to catalyze cyclotrimerization of aryl isocyanates (2) in dimethylformamide (DMF) to afford 1,3,5-triaryl-s-triazine-2,4,6-trione (3: cyclic trimer of 2), although the reaction of 1 with 2 in bulk gave the corresponding copolymer. In order to speculate about the mechanism of the cyclotrimerization, macrozwitterion 4 was prepared by copolymerization of 1 and 2 in bulk, and the catalytic activity of 4 was further studied. Cyclotrimerization of 2 was promoted by 4 and quenching of 4 with methanol completely destroyed the catalytic activity. Consequently, the alkoxyallene-catalyzed cyclotrimerization of 2 is assumed to take place through a zwitterion generated from 1 and 2.
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页码:1545 / 1548
页数:4
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