BENZYLATION OF THIOPHENE USING ZINC AND IRON CHLORIDE MODIFIED MONTMORILLINITE CLAY

被引:13
作者
CLARK, PD
KIRK, A
KYDD, RA
机构
[1] The University of Calgary, Calgary, T2N1N4, Alberta
关键词
THIOPHENE; BENZYLATION; IRON/ZINC CHLORIDES; MODIFIED MONTMORILLINITE; FRIEDEL-CRAFTS;
D O I
10.1007/BF00815426
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Montmorillinite clays, modified with either Zn(II) or Fe(III) chlorides have been used to catalyze the Friedel-Crafts alkylation of thiophene. High yields (ca. 80%) of 2- and 3-benzylthiophene mixtures were obtained using either catalyst in chlorobenzene or nitrobenzene solvent at 80-degrees-C. The ratio of 2-/ 3-products was found to be controlled by their relative stability. Reactions were most rapid in nitrobenzene solution (< 5 min) and resulted in formation of the 2-isomer as the only mono-substituted product. This is believed to be the first example in which an alkylation of thiophene has been limited to one regio-isomer.
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页码:163 / 168
页数:6
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