Investigation of the behavior of arenediazonium salts with olefins in BmimPF6

被引：47

作者：

Kabalka, GW ^{[1
]}

Dong, G

Venkataiah, B

机构：

[1] Univ Tennessee, Dept Chem, Knoxville, TN 37996 USA

[2] Univ Tennessee, Dept Radiol, Knoxville, TN 37996 USA

来源：

TETRAHEDRON LETTERS | 2004年 / 45卷 / 13期

关键词：

ionic liquids; diazonium salts; heck reaction; dimerization; palladium catalyzed;

D O I：

10.1016/j.tetlet.2004.02.023

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The palladium-catalyzed reactions of olefins with arenediazonium salts in ionic liquids were investigated. For methyl acrylate and methyl acrylonitrile, normal Heck cross-coupling products are obtained in good yields. However, highly selective dimerization products are formed in excellent yields Cor styrenes. The catalyst system can be recycled. (C) 2004 Published by Elsevier Ltd.

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收藏

页码：2775 / 2777

页数：3

相关论文

共 29 条

[21] New palladium carbene catalysts for the Heck reaction of aryl chlorides in ionic liquids [J].

Selvakumar, K ;

Zapf, A ;

Beller, M .

ORGANIC LETTERS, 2002, 4 (18) :3031-3033

[22] Catalytic reactions in ionic liquids [J].

Sheldon, R .

CHEMICAL COMMUNICATIONS, 2001, (23) :2399-2407

[23] Mechanistic investigation of a novel vitamin B12-catalyzed carbon-carbon bond forming reaction, the reductive dimerization of arylalkenes [J].

Shey, J ;

McGinley, CM ;

McCauley, KM ;

Dearth, AS ;

Young, BT ;

van der Donk, WA .

JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (03) :837-846

[24] Palladium-catalysed dimerization of vinylarenes using indium triflate as an effective co-catalyst [J].

Tsuchimoto, T ;

Kamiyama, S ;

Negoro, R ;

Shirakawa, E ;

Kawakami, Y .

CHEMICAL COMMUNICATIONS, 2003, (07) :852-853

[25]

Tsuji J., 1995, PALLADIUM REAGENTS C

[26] High-speed Heck reactions in ionic liquid with controlled microwave heating [J].

Vallin, KSA ;

Emilsson, P ;

Larhed, M ;

Hallberg, A .

JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (17) :6243-6246

[27] A POLYMER-BOUND BIDENTATE-PHOSPHINE PALLADIUM COMPLEX AS A CATALYST IN THE HECK ARYLATION [J].

WANG, PW ;

FOX, MA .

JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (18) :5358-5364

[28] Room-temperature ionic liquids. Solvents for synthesis and catalysis [J].

Welton, T .

CHEMICAL REVIEWS, 1999, 99 (08) :2071-2083

[29] Heck reaction in ionic liquids and the in situ identification of N-heterocyclic carbene complexes of palladium [J].

Xu, LJ ;

Chen, WP ;

Xiao, JL .

ORGANOMETALLICS, 2000, 19 (06) :1123-1127