Solution structure and reagent binding of the zinc alkoxide catalyst in the Soai asymmetric autocatalytic reaction

被引：108

作者：

Gridnev, ID ^{[1
]}

Serafimov, JM ^{[1
]}

Brown, JM ^{[1
]}

机构：

[1] Univ Oxford, Dyson Perrins Lab, Oxford OX1 3QY, England

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2004年 / 43卷 / 37期

关键词：

alkylation; autocatalysis; NMR spectroscopy; O ligands; zinc;

D O I：

10.1002/anie.200353572

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

All square: A {ZnO2} square resting state in autocatalysis is revealed by NMR spectroscopy and endorsed by DFT calculations (see picture). Its dynamic behavior and reversible binding of excess iPr2Zn are defined.

引用

页码：4884 / 4887

页数：4

共 50 条

[1]

BERGER S, 1999, NMR SPECTROSCOPY NON

[2] CRYSTAL AND MOLECULAR-STRUCTURE OF DI-MU-(N,N-DIETHYLNICOTINAMIDE-O,N)-TETRAISOTHIOCYANATODIZINC [J].

BIGOLI, F ;

BRAIBANTI, A ;

PELLINGH.MA ;

TIRIPICCHIO, A .

ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE CRYSTAL ENGINEERING AND MATERIALS, 1973, 29 (DEC15) :2708-2712

[3] Origins of asymmetric amplification in autocatalytic alkylzinc additions [J].

Blackmond, DG ;

McMillan, CR ;

Ramdeehul, S ;

Schorm, A ;

Brown, JM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (41) :10103-10104

[4] CATALYZED ENANTIOSELECTIVE ALKYLATION OF ALDEHYDES [J].

BOLM, C ;

SCHLINGLOFF, G ;

HARMS, K .

CHEMISCHE BERICHTE-RECUEIL, 1992, 125 (05) :1191-1203

[5] BETA-HYDROXY SULFOXIMINES AS CATALYSTS FOR THE ENANTIOSELECTIVE ALKYLATION OF ALDEHYDES [J].

BOLM, C ;

MULLER, J ;

SCHLINGLOFF, G ;

ZEHNDER, M ;

NEUBURGER, M .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1993, (02) :182-183

[6] Solvent-dependent assembly of mixed-metal N,N′-diphenyl-benzamidinate oxide and alkoxide complexes [J].

Bond, AD ;

Linton, DJ ;

Schooler, P ;

Wheatley, AEH .

JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 2001, (21) :3173-3178

[7] Methylzinc tert-butoxide tetrahydrofuran solvate [J].

Bond, AD ;

Linton, DJ ;

Wheatley, AEH .

ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2001, 57 :m298-m300

[8] Kinetic evidence for a tetrameric transition state in the asymmetric autocatalytic alkylation of pyrimidyl aldehydes [J].

Buono, FG ;

Blackmond, DG .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (30) :8978-8979

[9] Physical and chemical rationalization for asymmetric amplification in autocatalytic reactions [J].

Buono, FG ;

Iwamura, H ;

Blackmond, DG .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (16) :2099-2103

[10]

BUONO FG, 2004, ANGEW CHEM, V116, P2151

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