SYNTHESIS OF ETHENYL(PHENYL)IODONIUM TRIFLATE, [H2C=CHIPH][OSO2CF3], AND ITS APPLICATION AS A PARENT VINYL CATION EQUIVALENT

被引:24
作者
STANG, P
ULLMANN, J
机构
[1] Department of Chemistry, University of Utah, Salt Lake City, Utah
来源
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1991年 / 30卷 / 11期
关键词
D O I
10.1002/anie.199114691
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
As a reactive, strongly electrophilic vinylating agent the title compound complements the known nucleophilic vinylation reagents. It reacts with catalytic amounts of silver triflate to give the parent vinyl triflate 1 and undergoes oxidative addition reactions with organometallic compounds. Reaction with Vaska's complex, for example, furnishes 2.
引用
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页码:1469 / 1470
页数:2
相关论文
共 33 条
[1]   PALLADIUM-CATALYZED STEREOSELECTIVE HYDROVINYLATION OF DISUBSTITUTED ACETYLENES - PREPARATION OF FUNCTIONALIZED 1,2,4-TRISUBSTITUTED-1,3-DIENES [J].
ARCADI, A ;
BERNOCCHI, E ;
BURINI, A ;
CACCHI, S ;
MARINELLI, F ;
PIETRONI, B .
TETRAHEDRON LETTERS, 1989, 30 (26) :3465-3468
[2]   PHOTOCHEMICAL ISOMERIZATION OF METAL ETHENE TO METAL VINYL HYDRIDE COMPLEXES - A MATRIX-ISOLATION AND SOLUTION NMR-STUDY [J].
BELL, TW ;
HADDLETON, DM ;
MCCAMLEY, A ;
PARTRIDGE, MG ;
PERUTZ, RN ;
WILLNER, H .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (25) :9212-9226
[3]   CARBON CARBON BOND FORMATION THROUGH ORGANOMETALLIC ELIMINATION-REACTIONS [J].
BROWN, JM ;
COOLEY, NA .
CHEMICAL REVIEWS, 1988, 88 (07) :1031-1046
[4]   STEREOCHEMISTRY OF OXIDATIVE ADDITION REACTIONS OF IRIDIUM(1) COMPLEXES [J].
COLLMAN, JP ;
SEARS, CT .
INORGANIC CHEMISTRY, 1968, 7 (01) :27-&
[5]  
ECKES E, 1973, TETRAHEDRON LETT, P1967
[6]  
Evans D., 1968, INORG SYN, V11, P99
[7]  
HARTLEY FR, 1985, CHEM METAL CARBON BO
[8]   FAR-INFRARED SPECTRA OF SOME HALOGENO-IRIDIUM(3) COMPLEXES - TRANS-EFFECTS IN IRIDIUM(3) COMPLEXES [J].
JENKINS, JM ;
SHAW, BL .
JOURNAL OF THE CHEMICAL SOCIETY, 1965, (DEC) :6789-&
[9]   SYNTHESIS OF 1-TRIMETHYLSILYL 1,3-DIENES BY THE PALLADIUM-CATALYZED REACTION OF TRIMETHYLVINYLSILANE WITH VINYL IODIDES SILVER-NITRATE OR VINYL TRIFLATES [J].
KARABELAS, K ;
HALLBERG, A .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (21) :4909-4914
[10]  
LEBEDEVA NP, 1989, KHIM GETEROTSIKL+, P856