1,3-二烷基咪唑啉/Pd催化卤代芳烃的Heck和Suzuki反应

催化学报 , 2008, 29(2): 185-190.

1,3-二烷基咪唑啉/Pd催化卤代芳烃的Heck和Suzuki反应

^1, , ^2, , ^3,

1.伊诺努大学科学与艺术学院化学系,马拉蒂亚,44280,土耳其

2.伊诺努大学科学与艺术学院化学系,马拉蒂亚,44280,土耳其

3.爱琴大学化学系,伊兹密尔,35100,土耳其

基金项目: 土耳其科学技术研究委员会-法国国家科学研究中心联合基金(TBAG-U/181106T716) 伊诺努大学研究基金(BAP2007/39)

关键词： Heck反应 , Suzuki反应 , 卤代芳烃 , 咪唑啉盐 , 钯 , 卡宾

Heck and Suzuki Reactions of Aryl Halides Catalyzed by 1,3-Dialkylimidazolinium/Palladium

合成并表征了一种新型的有空间需求的N-杂环卡宾前驱体 1,3-二烷基咪唑啉盐. 这些咪唑啉盐与乙酸钯结合形成的高活性催化剂,可在温和条件下催化氯代和溴代芳烃的He ck和Suzuki交叉偶联反应.

参考文献

[1]	Parshall G W;Ittel S D.Homogeneous Catalysis[M].New York:J ohn Wiley & Sons,1992:125.
[2]	Marciniec B;Cornils B;Herrmann W A.Applied Homogeneous Catalysis with Organometallic Compounds[M].Weinheim:Wiley-VCH,1996:491.
[3]	Bumagin NA.;Bykov VV. .LIGANDLESS PALLADIUM CATALYZED REACTIONS OF ARYLBORONIC ACIDS AND SODIUM TETRAPHENYLBORATE WITH ARYL HALIDES IN AQUEOUS MEDIA[J].Tetrahedron,1997(42):14437-14450.
[4]	Beller M;Fischer H;Herrmann,W A;fele K,Brossmer C .[J].Angewandte Chemie International Edition,1995,34(17):1848.
[5]	Feuerstein M;Laurenti D;Doucet H;Santelli M.[J].Synthesis (stuttg),2001(15):2320.
[6]	Wolfe J P;Singer R A;Yang B H;Buchwald S L .[J].Journal of the American Chemical Society,1999,121(41):9550.
[7]	Wolfe J.P. .A Hhghly Active Catalyst for the Room-Temperature Amination and Suzuki Coupling of Aryl Chlorides[J].Angewandte Chemie International Edition,1999(16):2413-2416.
[8]	Arduengo A J;Harlow R L;Kline M .[J].Journal of the American Chemical Society,1991,113(01):361.
[9]	fele K .[J].Journal of Organometallic Chemistry,1968,12(03):42.
[10]	Wanzlick H W;Schonher H J .[J].Angewandte Chemie International Edition,1968,7(02):141.
[11]	Cardin D J;Cetinkaya B;Cetinkaya E;Lappert M F,Randal E W,Rosenber E.[J].Journal of the Chemical Society Dalton Transactions,1973(19):1982.
[12]	Herrmann W A;Elison M;Fischer J;Kocher C Artus G R J .[J].Chemistry-A European Journal,1996,2(07):772.
[13]	Herrmann W A .[J].Angewandte Chemie International Edition,2002,41(08):1291.
[14]	Perry MC.;Burgess K. .Chiral N-heterocyclic carbene-transition metal complexes in asymmetric catalysis[J].Tetrahedron, Asymmetry: The International Journal for Repid Publication on all Aspects of Asymmetry in Orgainc, Inorganic, Organometallic, Physical and Bio-Organic Chemistry,2003(8):951-961.
[15]	Peris E;Crabtree R H .[J].Coordination Chemistry Reviews,2004,248(21-24):2239.
[16]	Zapf A;Beller M .The development of efficient catalysts for palladium-catalyzed coupling reactions of aryl halides[J].Chemical communications,2005(4):431-440.
[17]	Bedford R B;Cazin C S J;Holder D .[J].Coordination Chemistry Reviews,2004,248(21-24):2283.
[18]	Lee HM;Lu CY;Chen CY;Chen WL;Lin HC;Chiu PL;Cheng PY .Palladium complexes with ethylene-bridged bis(N-heterocyclic carbene) for C-C coupling reactions[J].Tetrahedron,2004(27):5807-5825.
[19]	Wang AE;Xie HH;Wang LX;Zhou QL .Triaryl phosphine-functionalized N-heterocyclic carbene ligands for Heck reaction[J].Tetrahedron,2005(1):259-266.
[20]	Christmann U;Vilar R .[J].Angewandte Chemie International Edition,2005,44(03):366.
[21]	Gürbüz N;zdemir;Demir S;C etinka ya B .[J].Journal of Molecular Catalysls A:Chemical,2004,209(1-2):23.
[22]	zdemir C;etinkaya B;Demir S;Gürbüz N .[J].Catalysis Letters,2004,97(1-2):37.
[23]	zdemir;Demir S;Ya s;ar S C etinkaya B .[J].Applied Organometallic Chemistry,2005,19(01):55.
[24]	Demir S;zdemir C;etinkaya B .[J].Applied Organometallic Chemistry,2006,20(04):254.
[25]	zdemir;Demir S C;etinkaya B.[J].Synlett:Accounts and Rapid Communications In Synthetic Organic Chemistry,2007(06):889.
[26]	zdemir;Gk Y;Gürbüz N;Ya s ar S C etinkaya E C etinkaya B .[J].Polish Journal of Chemistry,2004,78(11):2141.
[27]	zdemir;Gk Y;Gürbüz N;C etink ay a E C etinkaya B .[J].Synthetic Communications,2004,34(22):4135.
[28]	Gürbüz N;zdemir C;etinkaya B .[J].Tetrahedron Letters,2005,46(13):2273.
[29]	zdemir;Gürbüz N;Gk Y;C etinkay a E C etinkaya B.[J].Synlett:Accounts and Rapid Communications In Synthetic Organic Chemistry,2005(15):2394.
[30]	Hillier AC.;Grasa GA.;Viciu MS.;Lee HM.;Yang CL.;Nolan SP. .Catalytic cross-coupling reactions mediated by palladium/nucleophilic carbene systems[J].Journal of Organometallic Chemistry,2002(1/2):69-82.
[31]	Zhang C M;Trudell M L .[J].Tetrahedron Letters,2000,41(05):595.
[32]	Farina V .[J].Advanced Synthesis and Catalysis,2004,346(13-15):1553.
[33]	Littke A F;Fu G C .[J].Angewandte Chemie International Edition,2002,41(22):41-76.
[34]	Loch JA.;Albrecht M.;Peris E.;Mata J.;Faller JW.;Crabtree RH. .Palladium complexes with tridentate pincer bis-carbene Ligands as efficient catalysts for C-C coupling[J].Organometallics,2002(4):700-706.
[35]	Baillie C;Xiao JL .Palladium-catalysed synthesis of biaryl phosphines[J].Tetrahedron,2004(19):4159-4168.
[36]	Zhang C M;Huang J K;Trudell M L;Nolan S P .[J].Journal of Organic Chemistry,1999,64(11):3804.
[37]	Grasa GA.;Viciu MS.;Huang JK.;Zhang CM.;Trudell ML.;Nolan SP. .Suzuki-Miyaura cross-coupling reactions mediated by palladium/imidazolium salt systems[J].Organometallics,2002(14):2866-2873.
[38]	Altenhoff G;Goddard R;Lehmann C W;Glorius F .[J].Journal of the American Chemical Society,2004,126(46):15195.

上一张下一张

计量

下载量()
访问量()

作者相关

在本站搜索
在百度学术搜索
在万方数据库搜索
在CNKI搜索

文章评分

您的评分：
1

0%
2

0%
3

0%
4

0%
5

0%

材料期刊网

1,3-二烷基咪唑啉/Pd催化卤代芳烃的Heck和Suzuki反应

Heck and Suzuki Reactions of Aryl Halides Catalyzed by 1,3-Dialkylimidazolinium/Palladium

参考文献