Rapid screening of new polymer-supported palladium (II) bis(3,4,5,6-tetrahydropyrimidin-2-ylidenes)

被引：68

作者：

Mayr, M ^{[1
]}

Buchmeiser, MR ^{[1
]}

机构：

[1] Univ Innsbruck, Inst Analyt Chem & Radiochem, A-6020 Innsbruck, Austria

来源：

MACROMOLECULAR RAPID COMMUNICATIONS | 2004年 / 25卷 / 01期

关键词：

catalysis; ROMP; supports; synthesis; transition metal chemistry;

D O I：

10.1002/marc.200300173

中图分类号：

O63 [高分子化学（高聚物）];

学科分类号：

070305 ; 080501 ; 081704 ;

摘要：

The synthesis of two 1,3-diaryl-3,4,5,6-tetrahydropyrimdin-2-ylidene-based N-heterocyclic carbene-(NHC-) derived palladium complexes, Pd(5-hydroxy-1,3-bis-(2,4,6-trimethylphenyl)-3,4,5,6-tetrahydropyrimidin-2-ylidene)(2)(2+) (Ag2Br2Cl4)(1/2)(4-) (10) and Pd(5-(bicyclo[2.2.1]-hept-5-ene-2-carbonyloxy)-1,3-bis-(2,4,6-trimethylphenyl)-3,4,5,6-tetrahydropyrimidin-2-ylidene)(2)(2+) (Ag2Br2Cl4)(1/2)(4-) (11) is <LF>described. 10 was supported on a PS-DVB and a Wang resin, respectively, to yield catalyst 12 and 13, while 11 was used for the synthesis of a ring-opening metathesis precipitation polymerization-derived support 14. All supports were tested for their activity in Heck-type reactions using a combinatorial approach.

引用

页码：231 / 236

页数：6

共 31 条

[1] Preparation of tetraalkylformamidinium salts and related species as precursors to stable carbenes [J].

Alder, RW ;

Blake, ME ;

Bufali, S ;

Butts, CP ;

Orpen, AG ;

Schütz, J ;

Williams, SJ .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2001, (14) :1586-1593

[2] Complexation of stable carbenes with alkali metals [J].

Alder, RW ;

Blake, ME ;

Bortolotti, C ;

Bufali, S ;

Butts, CP ;

Linehan, E ;

Oliva, JM ;

Orpen, AG ;

Quayle, MJ .

CHEMICAL COMMUNICATIONS, 1999, (03) :241-242

[3] A STABLE CRYSTALLINE CARBENE [J].

ARDUENGO, AJ ;

HARLOW, RL ;

KLINE, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (01) :361-363

[4] ELECTRONIC STABILIZATION OF NUCLEOPHILIC CARBENES [J].

ARDUENGO, AJ ;

DIAS, HVR ;

HARLOW, RL ;

KLINE, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (14) :5530-5534

[5] N-heterocyclic carbenes Part 26.: N-heterocyclic carbene complexes of palladium(0):: synthesis and application in the Suzuki cross-coupling reaction [J].

Böhm, VPW ;

Gstöttmayr, CWK ;

Weskamp, T ;

Herrmann, WA .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2000, 595 (02) :186-190

[6] Bis(pyrimidine)-based palladium catalysts: synthesis, X-ray structure and applications in Heck-, Suzuki-, Sonogashira-Hagihara couplings and amination reactions [J].

Buchmeiser, MR ;

Schareina, T ;

Kempe, R ;

Wurst, K .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2001, 634 (01) :39-46

[7] Access to well-defined heterogeneous catalytic systems via ring-opening metathesis polymerization (ROMP): Applications in palladium(II)-mediated coupling reactions [J].

Buchmeiser, MR ;

Wurst, K .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (48) :11101-11107

[8] Ring-opening-metathesis polymerization for the preparation of carboxylic-acid-functionalized, high-capacity polymers for use in separation techniques [J].

Buchmeiser, MR ;

Atzl, N ;

Bonn, GK .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (39) :9166-9174

[9] Rhodium and iridium complexes of N-heterocyclic carbenes via transmetalation: Structure and dynamics [J].

Chianese, AR ;

Li, XW ;

Janzen, MC ;

Faller, JW ;

Crabtree, RH .

ORGANOMETALLICS, 2003, 22 (08) :1663-1667

[10] N-heterocyclic carbenes [J].

Herrmann, WA ;

Kocher, C .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1997, 36 (20) :2162-2187

← 1 2 3 4 →