MONOHALOGENATION OF ZIRCONACYCLOPENTANE COMPLEXES VIA ALKYLALKOXYZIRCONOCENE

被引：26

作者：

TAKAHASHI, T

AOYAGI, K

HARA, R

SUZUKI, N

机构：

来源：

CHEMISTRY LETTERS | 1992年 / 09期

关键词：

D O I：

10.1246/cl.1992.1693

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Treatment of trans-3,4-diethylzirconacyclopentane complex, which was a selective butene-butene coupling product on zirconium, with methanol followed by bromine gave selectively monobromination product, 2-ethyl-3-methyl-1-bromopentane, in 89% yield with high stereoselectivity. Similarly, non-conjugated diene cyclization products on zirconium were also selectively converted into monohalogenated compounds. These selective monohalogenations proceeded via alkylalkoxyzirconocene complexes.

引用

收藏

页码：1693 / 1696

页数：4

相关论文

共 12 条

[1] SEQUENTIAL PI-LIGAND EXCHANGE FROM METALLACYCLOPENTANES - SYNTHESIS AND STRUCTURE OF 1,1-BIS(CYCLOPENTADIENYL)-2,3-DIPHENYL-1-HAFNACYCLOPENT-2-ENE [J].

ERKER, G ;

DORF, U ;

RHEINGOLD, AL .

ORGANOMETALLICS, 1988, 7 (01) :138-143

[2] DI(CYCLOPENTADIENYL)ZIRCONIUM(II) BIS(PHOSPHINE) COMPLEXES [J].

GELL, KI ;

SCHWARTZ, J .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1979, (06) :244-246

[3] METALLACYCLOPENTANE-OLEFIN INTERCHANGE REACTION [J].

GRUBBS, RH ;

MIYASHITA, A .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1977, (23) :864-865

[4] ZIRCONIUM-CATALYZED DIENE AND ALKYL ALKENE COUPLING REACTIONS WITH MAGNESIUM REAGENTS [J].

KNIGHT, KS ;

WAYMOUTH, RM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (16) :6268-6270

[5] REDUCTION OF CARBON-MONOXIDE PROMOTED BY ALKYL AND HYDRIDE DERIVATIVES OF PERMETHYLZIRCONOCENE [J].

MANRIQUEZ, JM ;

MCALISTER, DR ;

SANNER, RD ;

BERCAW, JE .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (09) :2716-2724

[6] ZIRCONIUM-MEDIATED RING CONSTRUCTION FROM DIENES - REMARKABLE EFFECT OF LIGANDS ON STEREOCHEMISTRY [J].

NUGENT, WA ;

TABER, DF .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (16) :6435-6437

[7] ZIRCONOCENE-PROMOTED STEREOSELECTIVE BICYCLIZATION OF 1,6-DIENES AND 1,7-DIENES TO PRODUCE TRANS-ZIRCONABICYCLO[3.3.0]OCTANES AND CIS-ZIRCONABICYCLO[4.3.0]NONANES [J].

ROUSSET, CJ ;

SWANSON, DR ;

LAMATY, F ;

NEGISHI, E .

TETRAHEDRON LETTERS, 1989, 30 (38) :5105-5108

[8] ORGANOMETALLIC THERMOCHEMISTRY - METAL HYDROCARBYL, HYDRIDE, HALIDE, CARBONYL, AMIDE, AND ALKOXIDE BOND ENTHALPY RELATIONSHIPS AND THEIR IMPLICATIONS IN PENTAMETHYLCYCLOPENTADIENYL AND CYCLOPENTADIENYL COMPLEXES OF ZIRCONIUM AND HAFNIUM [J].

SCHOCK, LE ;

MARKS, TJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (23) :7701-7715

[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] REMARKABLY PAIR-SELECTIVE AND REGIOSELECTIVE CARBON CARBON BOND FORMING REACTION OF ZIRCONACYCLOPENTANE DERIVATIVES WITH GRIGNARD-REAGENTS [J].

TAKAHASHI, T ;

SEKI, T ;

NITTO, Y ;

SABURI, M ;

ROUSSET, CJ ;

NEGISHI, E .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (16) :6266-6268