Magnetic Pd-Fe3O4 Heterodimer Nanocrystals as Recoverable Catalysts for Ligand-Free Hiyama Cross-Coupling Reactions

被引:4
作者
Lee, Woong-Sup [1 ]
Byun, Sangmoon [1 ]
Kwon, Jungmin [1 ]
Kim, B. Moon [1 ]
机构
[1] Seoul Natl Univ, Dept Chem, Coll Nat Sci, Seoul 08826, South Korea
基金
新加坡国家研究基金会;
关键词
Hiyama cross-coupling reaction; Pd-Fe3O4; heterodimer nanocrystals; Magnetic separation; Heterogeneous catalysis; SUPPORTED PALLADIUM CATALYST; ARYL BROMIDES; HETEROGENEOUS CATALYST; ORGANIC HALIDES; SUZUKI-MIYAURA; FE3O4; NANOPARTICLES; HYDRAZINE HYDRATE; EFFICIENT; WATER; DERIVATIVES;
D O I
10.1002/bkcs.11013
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Ligand-free Hiyama cross-coupling reaction was achieved through the use of Pd-Fe3O4 heterodimeric nanocrystals (1mol% in Pd) as recyclable catalysts. The nanocrystal catalysts exhibited good activities accommodating a variety of substrates including aryl bromides and iodides with substituents of varying electronic and steric properties. Furthermore, the nanocrystal catalyst could be conveniently recovered with the aid of an external magnet and recycled five times without the loss of catalytic activity to a considerable degree.
引用
收藏
页码:1992 / 1997
页数:6
相关论文
共 53 条
[1]   NOVEL STEREOSPECIFIC ALKENYL-ALKENYL CROSS-COUPLING BY A PALLADIUM-CATALYZED OR NICKEL-CATALYZED REACTION OF ALKENYLALANES WITH ALKENYL HALIDES [J].
BABA, S ;
NEGISHI, E .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (21) :6729-6731
[2]   Magnetically Recyclable Pd-Fe3O4 Heterodimer Nanocrystals for the Synthesis of Conjugated Polymers via Suzuki Polycondensation: Toward Green Chemistry [J].
Bae, Il Hak ;
Lee, In-Hwan ;
Byun, Sangmoon ;
Chung, Jooyoung ;
Kim, B. Moon ;
Choi, Tae-Lim .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2014, 52 (11) :1525-1528
[3]   Mechanistic Studies of Magnetically Recyclable Pd-Fe3O4 Heterodimeric Nanocrystal-Catalyzed Organic Reactions [J].
Byun, Sangmoon ;
Chung, Jooyoung ;
Kwon, Jungmin ;
Kim, B. Moon .
CHEMISTRY-AN ASIAN JOURNAL, 2015, 10 (04) :982-988
[4]   Synthesis of benzil derivatives via oxidation of alkynes catalyzed by Pd-Fe3O4 heterodimer nanocrystals [J].
Byun, Sangmoon ;
Chung, Jooyoung ;
Lim, Taehyun ;
Kwon, Jungmin ;
Kim, B. Moon .
RSC ADVANCES, 2014, 4 (64) :34084-34088
[5]   Highly selective Wacker oxidation of terminal olefins using magnetically recyclable Pd-Fe3O4 heterodimer nanocrystals [J].
Byun, Sangmoon ;
Chung, Jooyoung ;
Jang, Youngjin ;
Kwon, Jungmin ;
Hyeon, Taeghwan ;
Kim, B. Moon .
RSC ADVANCES, 2013, 3 (37) :16296-16299
[6]   Heck and Sonogashira cross-coupling reactions using recyclable Pd-Fe3O4 heterodimeric nanocrystal catalysts [J].
Chung, Jooyoung ;
Kim, Jinju ;
Jang, Youngjin ;
Byun, Sangmoon ;
Hyeon, Taeghwan ;
Kim, B. Moon .
TETRAHEDRON LETTERS, 2013, 54 (38) :5192-5196
[7]   Palladium-Catalyzed Cross-Coupling Reactions of Organosilanols and Their Salts: Practical Alternatives to Boron- and Tin-Based Methods [J].
Denmark, Scott E. ;
Regen, Christopher S. .
ACCOUNTS OF CHEMICAL RESEARCH, 2008, 41 (11) :1486-1499
[8]   Palladium-catalyzed cross-coupling reactions of silanolates: A paradigm shift in silicon-based cross-coupling reactions [J].
Denmark, Scott. E. ;
Baird, John D. .
CHEMISTRY-A EUROPEAN JOURNAL, 2006, 12 (19) :4954-4963
[9]   Total synthesis of (+)-brasilenyne. Application of an intramolecular silicon-assisted cross-coupling reaction [J].
Denmark, SE ;
Yang, SM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (39) :12432-12440
[10]   Design and implementation of new, silicon-based, cross-coupling reactions: Importance of silicon-oxygen bonds [J].
Denmark, SE ;
Sweis, RF .
ACCOUNTS OF CHEMICAL RESEARCH, 2002, 35 (10) :835-846