ZIRCONIUM MEDIATED REGIOSELECTIVE CARBON-CARBON BOND FORMATION REACTIONS

被引：42

作者：

TAKAHASHI, T ^{[1
]}

SUZUKI, N ^{[1
]}

HASEGAWA, M ^{[1
]}

NITTO, Y ^{[1
]}

AOYAGI, K ^{[1
]}

SABURI, M ^{[1
]}

机构：

[1] UNIV TOKYO, FAC ENGN, DEPT IND CHEM, BUNKYO KU, TOKYO 113, JAPAN

来源：

CHEMISTRY LETTERS | 1992年 / 02期

关键词：

D O I：

10.1246/cl.1992.331

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Reactions of zirconocene-alkene complexes with aldehydes gave alcohols as coupling products after hydrolysis. The carbon-carbon bond formation proceeded at C1 carbon of alkenes, in sharp contrast to the reactions of alkene-alkene coupling on zirconium. A similar alcohol was also obtained by the reaction of zirconacyclopentane with aldehyde after hydrolysis. Treatment of (C5Me5)2ZrEt2 with styrene gave 2-phenylbutane after hydrolysis contrary to the case of Cp2ZrEt2 which afforded 1-phenylbutane.

引用

页码：331 / 334

页数：4

共 14 条

[1] CP2ZR(C2H4)(PME3), THE 1ST STABLE ETHYLENE COMPLEX OF ZIRCONIUM [J].

ALT, HG ;

DENNER, CE ;

THEWALT, U ;

RAUSCH, MD .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1988, 356 (03) :C83-C85

[2] (1-ALKENE)(TRIMETHYLPHOSPHINE)ZIRCONOCENES - PREPARATION, CHARACTERIZATION, AND REACTIVITY [J].

BINGER, P ;

MULLER, P ;

BENN, R ;

RUFINSKA, A ;

GABOR, B ;

KRUGER, C ;

BETZ, P .

CHEMISCHE BERICHTE, 1989, 122 (06) :1035-1042

[3] THE SYNTHESIS, REACTIONS, AND MOLECULAR-STRUCTURE OF ZIRCONOCENE ALKYNE COMPLEXES [J].

BUCHWALD, SL ;

WATSON, BT ;

HUFFMAN, JC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (08) :2544-2546

[4] TITANACYCLES DERIVED FROM REDUCTIVE COUPLING OF NITRILES, ALKYNES, ACETALDEHYDE, AND CARBON-DIOXIDE WITH BIS(PENTAMETHYLCYCLOPENTADIENYL)(ETHYLENE)TITANIUM(II) [J].

COHEN, SA ;

BERCAW, JE .

ORGANOMETALLICS, 1985, 4 (06) :1006-1014

[5] ETA2-BENZOPHENONZIRCONOCENE, A MODEL FOR THE REACTION BEHAVIOR OF A METALLAOXIRANE [J].

ERKER, G ;

ROSENFELDT, F .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1982, 224 (01) :29-42

[6] SYNTHESIS, STRUCTURE, AND REACTIVITY OF A ZIRCONOCENE COMPLEX OF CYCLOBUTENE [J].

FISHER, RA ;

BUCHWALD, SL .

ORGANOMETALLICS, 1990, 9 (03) :871-873

[7] (ETA-1-ACYL)TITANIUM COMPLEXES PREPARED BY THE CARBONYLATION OF 1-OXA-5-TITANACYCLOPENTANES [J].

MASHIMA, K ;

HARAGUCHI, H ;

OHYOSHI, A ;

SAKAI, N ;

TAKAYA, H .

ORGANOMETALLICS, 1991, 10 (08) :2731-2736

[8] 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

[9] 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

[10] ZIRCONOCENE-ALKENE COMPLEXES - AN X-RAY STRUCTURE AND A NOVEL PREPARATIVE METHOD [J].

TAKAHASHI, T ;

MURAKAMI, M ;

KUNISHIGE, M ;

SABURI, M ;

UCHIDA, Y ;

KOZAWA, K ;

UCHIDA, T ;

SWANSON, DR ;

NEGISHI, E .

CHEMISTRY LETTERS, 1989, (05) :761-764

← 1 2 →