CONVENIENT SYNTHESIS OF DIENE ZIRCONOCENES AND REGIOSELECTIVE PARTIAL REDUCTION OF THE MORE HIGHLY SUBSTITUTED DOUBLE-BONDS OF CONJUGATED DIENES VIA COMPLEXATION WITH ZIRCONOCENES AND PROTONOLYSIS

被引：7

作者：

MAYE, JP ^{[1
]}

NEGISHI, E ^{[1
]}

机构：

[1] PURDUE UNIV,DEPT CHEM,W LAFAYETTE,IN 47907

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1993年 / 24期

关键词：

D O I：

10.1039/c39930001830

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Conjugated dienes can be initially converted to their zirconocene complexes most conveniently by their reaction with (C5H5)2ZrCl2 and freshly ground Mg; the resultant complexes can then be protonolysed with 3 mol dm-3 HCl to give regioselectively monoenes corresponding to partial hydrogenation of the more highly substituted double bond.

引用

收藏

页码：1830 / 1831

页数：2

相关论文

共 10 条

[1] SYNTHESIS, STRUCTURE, AND EQUILIBRATION OF S-CIS-ETA-4 AND S-TRANS-ETA-4-CONJUGATED DIENE-ZIRCONOCENE COMPLEXES [J].

ERKER, G ;

WICHER, J ;

ENGEL, K ;

ROSENFELDT, F ;

DIETRICH, W ;

KRUGER, C .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (20) :6344-6346

[2]

James B. R., 1982, COMPREHENSIVE ORGANO, V8, P285

[3] CONVERSION OF NONCONJUGATED DIENES INTO CONJUGATED DIENE-ZIRCONOCENES VIA MULTIPOSITIONAL REGIOISOMERIZATION [J].

MAYE, JP ;

NEGISHI, E .

TETRAHEDRON LETTERS, 1993, 34 (21) :3359-3362

[4] METAL-PROMOTED CYCLIZATION .11. REACTION OF ZIRCONOCENE DICHLORIDE WITH ALKYLLITHIUMS OR ALKYL GRIGNARD-REAGENTS AS A CONVENIENT METHOD FOR GENERATING A ZIRCONOCENE EQUIVALANT AND ITS USE IN ZIRCONIUM-PROMOTED CYCLIZATION OF ALKENES, ALKYNES, DIENES, ENYNES, AND DIYNES [J].

NEGISHI, E ;

CEDERBAUM, FE ;

TAKAHASHI, T .

TETRAHEDRON LETTERS, 1986, 27 (25) :2829-2832

[5] METAL-PROMOTED CYCLIZATION .19. NOVEL BICYCLIZATION OF ENYNES AND DIYNES PROMOTED BY ZIRCONOCENE DERIVATIVES AND CONVERSION OF ZIRCONABICYCLES INTO BICYCLIC ENONES VIA CARBONYLATION [J].

NEGISHI, E ;

HOLMES, SJ ;

TOUR, JM ;

MILLER, JA ;

CEDERBAUM, FE ;

SWANSON, DR ;

TAKAHASHI, T .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (09) :3336-3346

[6] METAL-PROMOTED CYCLIZATION .31. STEREOSELECTIVE SYNTHESIS OF EXOCYCLIC ALKENES VIA ZIRCONIUM-PROMOTED ALKYL-DIENE COUPLING [J].

NEGISHI, E ;

MILLER, SR .

JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (26) :6014-6016

[7] GENERAL AND CONVENIENT PROCEDURE FOR THE PREPARATION OF ZIRCONOCENE COMPLEXES OF ALKENES AND CONJUGATED DIENES [J].

SWANSON, DR ;

NEGISHI, E .

ORGANOMETALLICS, 1991, 10 (04) :825-826

[8] METAL-PROMOTED CYCLIZATION .28. REGIOSELECTIVE AND DIASTEREOSELECTIVE ALKYL ALKENE AND ALKENE ALKENE COUPLING PROMOTED BY ZIRCONOCENE AND HAFNOCENE [J].

SWANSON, DR ;

ROUSSET, CJ ;

NEGISHI, E ;

TAKAHASHI, T ;

SEKI, T ;

SABURI, M ;

UCHIDA, Y .

JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (15) :3521-3523

[9] A ONE-STEP SYNTHESIS OF BIS(H5-CYCLOPENTADIENYL)ZIRCONACYCLOPENTADIENE COMPOUNDS [J].

THANEDAR, S ;

FARONA, MF .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1982, 235 (01) :65-68

[10] 1,3-DIENE COMPLEXES OF ZIRCONIUM AND HAFNIUM PREPARED BY THE REACTION OF ENEDIYLMAGNESIUM WITH MCL2CP2 - A REMARKABLE DIFFERENCE BETWEEN THE ZIRCONIUM AND HAFNIUM ANALOGS AS REVEALED BY H-1-NMR AND ELECTRONIC-SPECTRA [J].

YASUDA, H ;

KAJIHARA, Y ;

MASHIMA, K ;

NAGASUNA, K ;

LEE, K ;

NAKAMURA, A .

ORGANOMETALLICS, 1982, 1 (02) :388-396