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本文引用的文献

1
N-heterocyclic carbenes: a new concept in organometallic catalysis.N-杂环卡宾:有机金属催化中的一个新概念。
Angew Chem Int Ed Engl. 2002 Apr 15;41(8):1290-309. doi: 10.1002/1521-3773(20020415)41:8<1290::aid-anie1290>3.0.co;2-y.
2
Simple (imidazol-2-ylidene)-Pd-acetate complexes as effective precatalysts for sterically hindered Suzuki-Miyaura couplings.简单的(咪唑-2-亚基)-钯-乙酸盐配合物作为空间位阻Suzuki-Miyaura偶联反应的有效预催化剂。
Org Lett. 2005 Apr 28;7(9):1829-32. doi: 10.1021/ol050472o.
3
Catalysts for Suzuki-Miyaura coupling processes: scope and studies of the effect of ligand structure.铃木-宫浦偶联反应的催化剂:范围及配体结构影响的研究
J Am Chem Soc. 2005 Apr 6;127(13):4685-96. doi: 10.1021/ja042491j.
4
Sterically demanding, bioxazoline-derived N-heterocyclic carbene ligands with restricted flexibility for catalysis.空间位阻较大、具有受限催化灵活性的双恶唑啉衍生的N-杂环卡宾配体。
J Am Chem Soc. 2004 Nov 24;126(46):15195-201. doi: 10.1021/ja045349r.
5
NiCl(2)(dppe)-catalyzed cross-coupling of aryl mesylates, arenesulfonates, and halides with arylboronic acids.二氯(1,2-双(二苯基膦基)乙烷)镍催化芳基甲磺酸酯、芳基磺酸酯和卤化物与芳基硼酸的交叉偶联反应。
J Org Chem. 2004 May 14;69(10):3447-52. doi: 10.1021/jo049940i.
6
A rationally designed universal catalyst for Suzuki-Miyaura coupling processes.一种用于铃木-宫浦偶联反应的合理设计的通用催化剂。
Angew Chem Int Ed Engl. 2004 Mar 26;43(14):1871-6. doi: 10.1002/anie.200353615.
7
Room-temperature Ni0-catalyzed cross-coupling reactions of aryl arenesulfonates with arylboronic acids.室温下氧化镍催化芳基芳基磺酸酯与芳基硼酸的交叉偶联反应。
J Am Chem Soc. 2004 Mar 17;126(10):3058-9. doi: 10.1021/ja038752r.
8
Practical synthesis of new and highly efficient ligands for the Suzuki reaction of aryl chlorides.用于芳基氯代物铃木反应的新型高效配体的实用合成方法。
Chem Commun (Camb). 2004 Jan 7(1):38-9. doi: 10.1039/b311268n. Epub 2003 Nov 28.
9
A ferrocene based palladacyclic precatalyst for the Suzuki cross-coupling of aryl chlorides.一种用于芳基氯代物铃木交叉偶联反应的基于二茂铁的钯环预催化剂。
Chem Commun (Camb). 2003 Dec 21(24):3002-3. doi: 10.1039/b310526a.
10
A general method for the Suzuki-Miyaura cross-coupling of sterically hindered aryl chlorides: synthesis of di- and tri-ortho-substituted biaryls in 2-propanol at room temperature.一种用于空间位阻芳基氯的铃木-宫浦交叉偶联的通用方法:在室温下于2-丙醇中合成二邻位和三邻位取代的联芳基化合物。
J Am Chem Soc. 2003 Dec 31;125(52):16194-5. doi: 10.1021/ja038631r.

三苯基膦作为室温下镍(0)催化芳基氯与芳基硼酸交叉偶联反应的配体。

Triphenylphosphine as a ligand for room-temperature Ni(0)-catalyzed cross-coupling reactions of aryl chlorides with arylboronic acids.

作者信息

Tang Zhen-Yu, Hu Qiao-Sheng

机构信息

Department of Chemistry, College of Staten Island and Graduate Center of the City University of New York, Staten Island, New York 10314, USA.

出版信息

J Org Chem. 2006 Mar 3;71(5):2167-9. doi: 10.1021/jo052369i.

DOI:10.1021/jo052369i
PMID:16497011
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC2531206/
Abstract

Room-temperature Ni(0)-catalyzed cross-coupling reactions of deactivated aryl chlorides with arylboronic acids with inexpensive triphenylphosphine (PPh3) as a supporting ligand have been accomplished in good to excellent yields. Air-stable Ni(PPh3)2Cl2 has also been established as catalyst precursor, and highly active nickel catalysts were obtained when the reduction of Ni(PPh3)2Cl2 with n-BuLi was carried out in the presence of an aryl chloride.

摘要

室温下,以廉价的三苯基膦(PPh₃)作为配体,实现了钝化芳基氯与芳基硼酸的镍(0)催化交叉偶联反应,产率良好至优异。空气稳定的二氯二(三苯基膦)镍(Ⅱ)也已被确定为催化剂前体,当在芳基氯存在下用正丁基锂还原二氯二(三苯基膦)镍(Ⅱ)时,可得到高活性的镍催化剂。