Nucleophilic character of a charge neutral, high oxidation state d0 zirconium trimethylenemethane complex

被引：16

作者：

Kissounko, DA ^{[1
]}

Sita, LR ^{[1
]}

机构：

[1] Univ Maryland, Dept Chem & Biochem, College Pk, MD 20742 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2004年 / 126卷 / 19期

关键词：

D O I：

10.1021/ja0493897

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The nucleophilic character of a charge neutral, high oxidation d0 zirconium trimethylenemethane (TMM) class of compound of general structure Cp*Zr(TMM)[N(R1)C(Me)N(R2)], 1a (R1 = R2 = i-Pr) and 1b (R1 = t-Bu, R2 = Et), is presented through documentation of its reactivity with a range of alkyl and silyl halides and triflates, including unactivated ones such as ethyl triflate. These results should contribute to efforts directed toward expanding the synthetic chemist's toolbox of synthetic methods for the construction of complex organic molecules. Copyright © 2003 American Chemical Society.

引用

页码：5946 / 5947

页数：2

共 22 条

[1] Bidirectional asymmetric allylboration.: A convenient asymmetric synthesis of C2-symmetric 3-methylenepentane-1,5-diols and rapid access to C2-symmetric spiroketals [J].

Barrett, AGM ;

Braddock, DC ;

de Koning, PD ;

White, AJP ;

Williams, DJ .

JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (02) :375-380

[2] DISTORTED TRIMETHYLENEMETHANE COMPLEXES OF ZIRCONIUM [J].

BAZAN, GC ;

RODRIGUEZ, G ;

CLEARY, BP .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (05) :2177-2178

[3] Radical allylations with trimethyl[2-[(tributylstannyl)methyl]-2-propenyl] silane or trimethy[2-[(triphenylstannyl)-methyl]-2-propenyl]silane [J].

Clive, DLJ ;

Paul, CC ;

Wang, ZR .

JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (20) :7028-7032

[4] CPZR(ALLYL)3 - THE MOLECULAR-STRUCTURE OF A PI-DYNAMIC AND SIGMA-DYNAMIC ALLYL TRANSITION-METAL COMPLEX [J].

ERKER, G ;

BERG, K ;

ANGERMUND, K ;

KRUGER, C .

ORGANOMETALLICS, 1987, 6 (12) :2620-2621

[5] Towards a rigorously defined quantum chemical analysis of the chemical bond in donor-acceptor complexes [J].

Frenking, G ;

Wichmann, K ;

Fröhlich, N ;

Loschen, C ;

Lein, M ;

Frunzke, J ;

Rayón, VM .

COORDINATION CHEMISTRY REVIEWS, 2003, 238 :55-82

[6]

HERBERICH GE, 1994, ANGEW CHEM INT EDIT, V33, P2465

[7] Regarding the stability of d0 monocyclopentadienyl zirconium acetamidinate complexes bearing alkyl substituents with β-hydrogens [J].

Keaton, RJ ;

Koterwas, LA ;

Fettinger, JC ;

Sita, LR .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (21) :5932-5933

[8] Pyran annulation: Asymmetric synthesis of 2,6-disubstituted-4-methylene tetrahydropyrans [J].

Keck, GE ;

Covel, JA ;

Schiff, T ;

Yu, T .

ORGANIC LETTERS, 2002, 4 (07) :1189-1192

[9]

KISSOUNKO DA, 2003, INORG CHIM ACTA, V683, P29

[10] SELECTIVE ELECTROPHILIC ADDITIONS OF MIXED BIFUNCTIONALIZED TRIMETHYLENEMETHANE DIANION SYNTHONS [J].

MAJETICH, G ;

NISHIDIE, H ;

ZHANG, Y .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1995, (04) :453-457

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