HIGHLY SELECTIVE AND PRACTICAL ALKYNE-ALKYNE CROSS-COUPLING USING CP(2)ZRBU(2) AND ETHYLENE

被引：138

作者：

XI, ZF

HARA, R

TAKAHASHI, T

机构：

[1] INST MOLEC SCI,COORDINAT CHEM LABS,OKAZAKI,AICHI 444,JAPAN

[2] GRAD UNIV ADV STUDIES,OKAZAKI,AICHI 444,JAPAN

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1995年 / 60卷 / 14期

关键词：

D O I：

10.1021/jo00119a022

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Highly selective alkyne-alkyne cross coupling reactions were achieved using Cp(2)ZrBu(2) and ethylene gas. First, alkynes were treated with 1.2 equiv of Cp(2)ZrBu(2) (Negishi reagent) under ethylene gas to give zirconacyclopentenes with high selectivities. Subsequent addition of a second alkyne to the solution of zirconacyclopentenes at 50 degrees C gave unsymmetrical zirconacyclopentadienes selectively. After hydrolysis unsymmetrical dienes were obtained in high yields.

引用

页码：4444 / 4448

页数：5

共 44 条

[1] PHOTOCHEMICAL REACTIONS OF DIMETHYL DERIVATIVES OF TITANOCENE, ZIRCONOCENE, AND HAFNOCENE
ALT, H
RAUSCH, MD
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (18) : 5936 - 5937
[2] NEW ZIRCONIUM METALLACYCLES AND ETHYL COMPLEXES
ALT, HG
DENNER, CE
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1989, 368 (01) : C15 - C17
[3] METALLACYCLES OF ZIRCONOCENE
ALT, HG
DENNER, CE
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1990, 390 (01) : 53 - 60
[4] ANGELETTI E, 1983, J CHEM SOC CHEM COMM, V6, P269
[5] [Anonymous], TETRAHEDRON LETT
[6] SYNTHESIS, STRUCTURE, AND REACTIONS OF A ZIRCONOCENE CYCLOHEXYNE COMPLEX
BUCHWALD, SL
LUM, RT
DEWAN, JC
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (23) : 7441 - 7442
[7] SELECTIVE, ZIRCONIUM-MEDIATED CROSS-COUPLING OF ALKYNES - SYNTHESIS OF ISOMERICALLY PURE 1,3-DIENES AND 1,4-DIIODO 1,3-DIENES
BUCHWALD, SL
NIELSEN, RB
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (08) : 2870 - 2874
[8] THE SYNTHESIS, REACTIONS, AND MOLECULAR-STRUCTURE OF ZIRCONOCENE ALKYNE COMPLEXES
BUCHWALD, SL
WATSON, BT
HUFFMAN, JC
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (08) : 2544 - 2546
[9] SUBSTITUTION OF VINYLIC IODIDES BY ORGANOMAGNESIUM COMPOUNDS IN PRESENCE OF COPPER SALT CATALYST
COMMERCON, A
NORMANT, JF
VILLIERAS, J
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1977, 128 (01) : 1 - 11
[10] REACTION OF 3-ZIRCONA-1-CYCLOPENTENES AND ZIRCONACYCLOPENTANES WITH ALDEHYDES - A SELECTIVE AND CONVENIENT SYNTHESIS OF 4-PENTEN-1-OLS, (Z)-5-IODO-4-PENTEN-1-OLS, AND RELATED ALKANOLS
COPERET, C
NEGISHI, EI
XI, ZF
TAKAHASHI, T
[J]. TETRAHEDRON LETTERS, 1994, 35 (05) : 695 - 698

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