FACTORS AFFECTING THE UNUSUAL REACTIVITY ORDER IN THE BETA-HYDROGEN ABSTRACTION OF DIALKYLZIRCONOCENES

被引：52

作者：

NEGISHI, E ^{[1
]}

NGUYEN, T ^{[1
]}

MAYE, JP ^{[1
]}

CHOUEIRI, D ^{[1
]}

SUZUKI, N ^{[1
]}

TAKAHASHI, T ^{[1
]}

机构：

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

来源：

CHEMISTRY LETTERS | 1992年 / 12期

关键词：

D O I：

10.1246/cl.1992.2367

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Competitive beta-hydrogen abstraction of ''mixed'' dialkylzirconocenes and kinetic measurements of decomposition of methyl(alkyl)zirconocenes reveal unexpected relative reactivity of alkyl groups as beta-hydrogen donors, such as s-Bu > t-Bu greater-than-or-equal-to Et > n-Bu > i-Bu, which correlate well in most cases with the reactivity order of: beta-methyl > beta-methylene > beta-methine. Some mechanistically crucial features of the reaction are also discussed.

引用

页码：2367 / 2370

页数：4

共 24 条

[1] BABU TVR, 1988, J AM CHEM SOC, V110, P7128
[2] (1-ALKENE)(TRIMETHYLPHOSPHINE)ZIRCONOCENES - PREPARATION, CHARACTERIZATION, AND REACTIVITY
BINGER, P
MULLER, P
BENN, R
RUFINSKA, A
GABOR, B
KRUGER, C
BETZ, P
[J]. CHEMISCHE BERICHTE, 1989, 122 (06) : 1035 - 1042
[3] GROUP-4 METAL-COMPLEXES OF BENZYNES, CYCLOALKYNES, ACYCLIC ALKYNES, AND ALKENES
BUCHWALD, SL
NIELSEN, RB
[J]. CHEMICAL REVIEWS, 1988, 88 (07) : 1047 - 1058
[4] A MODIFIED PROCEDURE FOR THE PREPARATION OF CP2ZR(H)CL (SCHWARTZ REAGENT)
BUCHWALD, SL
LAMAIRE, SJ
NIELSEN, RB
WATSON, BT
KING, SM
[J]. TETRAHEDRON LETTERS, 1987, 28 (34) : 3895 - 3898
[5] COLES N, 1990, SYNLETT, P271
[6] HART DW, 1974, J AM CHEM SOC, V24, P405
[7] STEREOSELECTIVE FORMATION OF CARBON CARBON BONDS THROUGH METAL CATALYSIS - THE ZIRCONIUM-CATALYZED ETHYLMAGNESATION REACTION
HOVEYDA, AH
XU, ZM
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (13) : 5079 - 5080
[8] BICYCLIZATION OF UNSATURATED HYDRAZONES MEDIATED BY ZIRCONOCENE COMPLEXES - A NEW ANNULATION STRATEGY BASED ON THE REDUCTIVE COCYCLIZATION OF AZOMETHINE LINKAGES WITH CARBON CARBON MULTIPLE BONDS
JENSEN, M
LIVINGHOUSE, T
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (12) : 4495 - 4496
[9] ZIRCONIUM-CATALYZED DIENE AND ALKYL ALKENE COUPLING REACTIONS WITH MAGNESIUM REAGENTS
KNIGHT, KS
WAYMOUTH, RM
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (16) : 6268 - 6270
[10] THERMOLYSIS MECHANISM OF SYMMETRICAL AND UNSYMMETRICAL DIALKYLPLATINUM(II) COMPLEXES WITH TERTIARY PHOSPHINE-LIGANDS - CONTROLLING FACTORS FOR BETA-ELIMINATION
KOMIYA, S
MORIMOTO, Y
YAMAMOTO, A
YAMAMOTO, T
[J]. ORGANOMETALLICS, 1982, 1 (11) : 1528 - 1536

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