THE SYNTHESIS OF PERFLUOROALKYL AND PERFLUOROALKYLETHER SUBSTITUTED BENZILS

被引:14
作者
PACIOREK, KJL
MASUDA, SR
SHIH, JG
NAKAHARA, JH
机构
[1] Ultrasystems Defense, Inc., Irvine, CA 92715-1324, 2400 Michelson Drive, Suite B
关键词
D O I
10.1016/S0022-1139(00)82343-X
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Mono- and di-iodoperfluoroalkylethers were synthesized and their reactions, as well as those of iodofluoroalkanes, with 4-iodobenzil were investigated. The formation of C8F17C6H4CHO, C8F17C6H4CO2H, C8F17C6H4COCOC6H5, and C8F17OCF2CF2C6H4COCOC6H5 proceeded readily. No C8F17OCF2C6H4COCOC6H5 was produced from the reaction of C8F17OCF2I with 4-iodobenzil in the presence of copper bronze. Low yields of bridged bisbenzils were obtained from the coupling reactions of ICF2CF2O(CF2)5OCF2CF2I and I(CF2CF2O)5CF2CF2I with 4-iodobenzil. Based on by-products formed, the operative mechanisms are postulated.
引用
收藏
页码:233 / 248
页数:16
相关论文
共 8 条
[2]   PERFLUOROOXAZETIDINES [J].
FALK, RA ;
READIO, JD .
JOURNAL OF ORGANIC CHEMISTRY, 1969, 34 (12) :4088-&
[3]   PHOTOOXIDATION OF PERHALOFLUOROSULFINATES - A SIMPLE AND EFFECTIVE METHOD FOR THE SYNTHESIS OF PERHALOFLUOROCARBOXYLIC ACIDS AND THEIR ESTERS FROM THE CORRESPONDING SULFONYL FLUORIDES [J].
HU, CM ;
XU, ZQ ;
HUANG, WY .
JOURNAL OF FLUORINE CHEMISTRY, 1989, 42 (01) :145-148
[4]   A ROUTE TO FLUOROALKYL-SUBSTITUTED AROMATIC COMPOUNDS INVOLVING FLUOROALKYLCOPPER INTERMEDIATES [J].
MCLOUGHL.VC ;
THROWER, J .
TETRAHEDRON, 1969, 25 (24) :5921-&
[5]   ALDEHYDES BY FORMYLATION OF GRIGNARD OR ORGANO-LITHIUM REAGENTS WITH N-FORMYLPIPERIDINE [J].
OLAH, GA ;
ARVANAGHI, M .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1981, 20 (10) :878-879
[6]  
PACIOREK KL, 1977, Patent No. 4024067
[7]   Synthesis of 4,4'-Diamidinostilbene hydrochloride [J].
Sah, PPT .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1942, 64 :1487-1488
[8]  
TAMBORSKI C, 1984, Patent No. 4454349