共 71 条
A mesoionic bis(Py-tzNHC) palladium( II) complex catalyses "green" Sonogashira reaction through an unprecedented mechanism
被引:58
作者:

Gazvoda, Martin
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Ljubljana, Fac Chem & Chem Technol, Vecna Pot 113, SI-1000 Ljubljana, Slovenia Univ Ljubljana, Fac Chem & Chem Technol, Vecna Pot 113, SI-1000 Ljubljana, Slovenia

Virant, Miha
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Ljubljana, Fac Chem & Chem Technol, Vecna Pot 113, SI-1000 Ljubljana, Slovenia Univ Ljubljana, Fac Chem & Chem Technol, Vecna Pot 113, SI-1000 Ljubljana, Slovenia

Pevec, Andrej
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Ljubljana, Fac Chem & Chem Technol, Vecna Pot 113, SI-1000 Ljubljana, Slovenia Univ Ljubljana, Fac Chem & Chem Technol, Vecna Pot 113, SI-1000 Ljubljana, Slovenia

Urankar, Damijana
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Ljubljana, Fac Chem & Chem Technol, Vecna Pot 113, SI-1000 Ljubljana, Slovenia Univ Ljubljana, Fac Chem & Chem Technol, Vecna Pot 113, SI-1000 Ljubljana, Slovenia

Bolje, Aljosa
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Ljubljana, Fac Chem & Chem Technol, Vecna Pot 113, SI-1000 Ljubljana, Slovenia Univ Ljubljana, Fac Chem & Chem Technol, Vecna Pot 113, SI-1000 Ljubljana, Slovenia

Kocevar, Marijan
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Ljubljana, Fac Chem & Chem Technol, Vecna Pot 113, SI-1000 Ljubljana, Slovenia Univ Ljubljana, Fac Chem & Chem Technol, Vecna Pot 113, SI-1000 Ljubljana, Slovenia

Kosmrlj, Janez
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Ljubljana, Fac Chem & Chem Technol, Vecna Pot 113, SI-1000 Ljubljana, Slovenia Univ Ljubljana, Fac Chem & Chem Technol, Vecna Pot 113, SI-1000 Ljubljana, Slovenia
机构:
[1] Univ Ljubljana, Fac Chem & Chem Technol, Vecna Pot 113, SI-1000 Ljubljana, Slovenia
关键词:
N-HETEROCYCLIC CARBENES;
IONIZATION MASS-SPECTROMETRY;
CROSS-COUPLING REACTIONS;
OXIDATIVE ADDITION;
LIGANDS SYNTHESIS;
METAL-COMPLEXES;
MIZOROKI-HECK;
NHC LIGANDS;
SUZUKI;
1,2,3-TRIAZOLYLIDENES;
D O I:
10.1039/c5cc08717a
中图分类号:
O6 [化学];
学科分类号:
0703 ;
摘要:
A novel bis(pyridyl-functionalized 1,2,3-triazol-5-ylidene)-palladium(II) complex [Pd(Py-tzNHC)(2)](2+) catalyses the copper-, amine-, phosphine-, and additive-free aerobic Sonogashira alkynylation of (hetero) aryl bromides in water as the only reaction solvent. The catalysis proceeds along two connected Pd-cycles with homogeneous bis-carbene Pd-0 and Pd-II species, as demonstrated by electrospray ionization mass spectrometry.
引用
收藏
页码:1571 / 1574
页数:4
相关论文
共 71 条
[1]
To be or not to be metal-free: trends and advances in coupling chemistries
[J].
Arancon, Rick Arneil D.
;
Lin, Carol Sze Ki
;
Vargas, Carolina
;
Luque, Rafael
.
ORGANIC & BIOMOLECULAR CHEMISTRY,
2014, 12 (01)
:10-35

Arancon, Rick Arneil D.
论文数: 0 引用数: 0
h-index: 0
机构:
City Univ Hong Kong, Sch Energy & Environm, Kowloon, Hong Kong, Peoples R China
Univ Cordoba, Dept Quim Organ, E-14014 Cordoba, Spain City Univ Hong Kong, Sch Energy & Environm, Kowloon, Hong Kong, Peoples R China

Lin, Carol Sze Ki
论文数: 0 引用数: 0
h-index: 0
机构:
City Univ Hong Kong, Sch Energy & Environm, Kowloon, Hong Kong, Peoples R China City Univ Hong Kong, Sch Energy & Environm, Kowloon, Hong Kong, Peoples R China

Vargas, Carolina
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Rey Juan Carlos, Dept Tecnol Quim & Ambiental, Mostoles 28933, Madrid, Spain City Univ Hong Kong, Sch Energy & Environm, Kowloon, Hong Kong, Peoples R China

Luque, Rafael
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Cordoba, Dept Quim Organ, E-14014 Cordoba, Spain
Hong Kong Univ Sci & Technol, Dept Chem & Biomol Engn CBME, Kowloon, Hong Kong, Peoples R China City Univ Hong Kong, Sch Energy & Environm, Kowloon, Hong Kong, Peoples R China
[2]
A STABLE CRYSTALLINE CARBENE
[J].
ARDUENGO, AJ
;
HARLOW, RL
;
KLINE, M
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1991, 113 (01)
:361-363

ARDUENGO, AJ
论文数: 0 引用数: 0
h-index: 0
机构: Central Research and Development Department, E. I. du Pont de Nemours & Company, Wilmington. Delaware 19880-0328, Experimental Station

HARLOW, RL
论文数: 0 引用数: 0
h-index: 0
机构: Central Research and Development Department, E. I. du Pont de Nemours & Company, Wilmington. Delaware 19880-0328, Experimental Station

KLINE, M
论文数: 0 引用数: 0
h-index: 0
机构: Central Research and Development Department, E. I. du Pont de Nemours & Company, Wilmington. Delaware 19880-0328, Experimental Station
[3]
Recent progress and current applications of Sonogashira coupling reaction in water
[J].
Bakherad, Mohammad
.
APPLIED ORGANOMETALLIC CHEMISTRY,
2013, 27 (03)
:125-140

Bakherad, Mohammad
论文数: 0 引用数: 0
h-index: 0
机构:
Shahrood Univ Technol, Sch Chem, Shahrood, Iran Shahrood Univ Technol, Sch Chem, Shahrood, Iran
[4]
A Selective Approach to Pyridine Appended 1,2,3-Triazolium Salts
[J].
Bolje, Aljosa
;
Kosmrlj, Janez
.
ORGANIC LETTERS,
2013, 15 (19)
:5084-5087

Bolje, Aljosa
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Ljubljana, Fac Chem & Chem Technol, SI-1000 Ljubljana, Slovenia Univ Ljubljana, Fac Chem & Chem Technol, SI-1000 Ljubljana, Slovenia

Kosmrlj, Janez
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Ljubljana, Fac Chem & Chem Technol, SI-1000 Ljubljana, Slovenia Univ Ljubljana, Fac Chem & Chem Technol, SI-1000 Ljubljana, Slovenia
[5]
Stereochemical and structural characteristics of single- and double-site Pd(II)-N-heterocyclic carbene complexes: Promising catalysts in organic syntheses ranging from C-C coupling to olefin polymerizations
[J].
Budagumpi, Srinivasa
;
Haque, Rosenani A.
;
Salman, Abbas Washeel
.
COORDINATION CHEMISTRY REVIEWS,
2012, 256 (17-18)
:1787-1830

Budagumpi, Srinivasa
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Sains Malaysia, Sch Chem Sci, George Town 11800, Malaysia Univ Sains Malaysia, Sch Chem Sci, George Town 11800, Malaysia

Haque, Rosenani A.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Sains Malaysia, Sch Chem Sci, George Town 11800, Malaysia Univ Sains Malaysia, Sch Chem Sci, George Town 11800, Malaysia

Salman, Abbas Washeel
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Sains Malaysia, Sch Chem Sci, George Town 11800, Malaysia Univ Sains Malaysia, Sch Chem Sci, George Town 11800, Malaysia
[6]
PEPPSI-Type Palladium Complexes Containing Basic 1,2,3-Triazolylidene Ligands and Their Role in Suzuki-Miyaura Catalysis
[J].
Canseco-Gonzalez, Daniel
;
Gniewek, Andrzej
;
Szulmanowicz, Michal
;
Mueller-Bunz, Helge
;
Trzeciak, Anna M.
;
Albrecht, Martin
.
CHEMISTRY-A EUROPEAN JOURNAL,
2012, 18 (19)
:6055-6062

Canseco-Gonzalez, Daniel
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Coll Dublin, Sch Chem & Chem Biol, Dublin 4, Ireland Univ Wroclaw, Fac Chem, PL-50383 Wroclaw, Poland

Gniewek, Andrzej
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Wroclaw, Fac Chem, PL-50383 Wroclaw, Poland Univ Wroclaw, Fac Chem, PL-50383 Wroclaw, Poland

Szulmanowicz, Michal
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Wroclaw, Fac Chem, PL-50383 Wroclaw, Poland Univ Wroclaw, Fac Chem, PL-50383 Wroclaw, Poland

Mueller-Bunz, Helge
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Coll Dublin, Sch Chem & Chem Biol, Dublin 4, Ireland Univ Wroclaw, Fac Chem, PL-50383 Wroclaw, Poland

Trzeciak, Anna M.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Wroclaw, Fac Chem, PL-50383 Wroclaw, Poland Univ Wroclaw, Fac Chem, PL-50383 Wroclaw, Poland

Albrecht, Martin
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Coll Dublin, Sch Chem & Chem Biol, Dublin 4, Ireland Univ Wroclaw, Fac Chem, PL-50383 Wroclaw, Poland
[7]
Direct coupling of oxazolines and N-heterocyclic carbenes:: A modular approach to a new class of C-N donor ligands for homogeneous catalysis
[J].
César, V
;
Bellemin-Laponnaz, S
;
Gade, LH
.
ORGANOMETALLICS,
2002, 21 (24)
:5204-5208

César, V
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Strasbourg 1, Inst Le Bel, Lab Chim Organometall & Catalyse, UMR 7513, F-67070 Strasbourg, France Univ Strasbourg 1, Inst Le Bel, Lab Chim Organometall & Catalyse, UMR 7513, F-67070 Strasbourg, France

论文数: 引用数:
h-index:
机构:

Gade, LH
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Strasbourg 1, Inst Le Bel, Lab Chim Organometall & Catalyse, UMR 7513, F-67070 Strasbourg, France Univ Strasbourg 1, Inst Le Bel, Lab Chim Organometall & Catalyse, UMR 7513, F-67070 Strasbourg, France
[8]
The sonogashira reaction:: A booming methodology in synthetic organic chemistry
[J].
Chinchilla, Rafael
;
Najera, Carmen
.
CHEMICAL REVIEWS,
2007, 107 (03)
:874-922

Chinchilla, Rafael
论文数: 0 引用数: 0
h-index: 0
机构: Univ Alicante, Dept Quim Organ, Fac Ciencias, Alicante 03080, Spain

Najera, Carmen
论文数: 0 引用数: 0
h-index: 0
机构: Univ Alicante, Dept Quim Organ, Fac Ciencias, Alicante 03080, Spain
[9]
Monoligated palladium species as catalysts in cross-coupling reactions
[J].
Christmann, U
;
Vilar, R
.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2005, 44 (03)
:366-374

Christmann, U
论文数: 0 引用数: 0
h-index: 0
机构: ICREA, Inst Res & Adv Studies, Tarragona 43007, Spain

Vilar, R
论文数: 0 引用数: 0
h-index: 0
机构:
ICREA, Inst Res & Adv Studies, Tarragona 43007, Spain ICREA, Inst Res & Adv Studies, Tarragona 43007, Spain
[10]
Abnormal, mesoionic and remote N-heterocyclic carbene complexes
[J].
Crabtree, Robert H.
.
COORDINATION CHEMISTRY REVIEWS,
2013, 257 (3-4)
:755-766

Crabtree, Robert H.
论文数: 0 引用数: 0
h-index: 0
机构:
Yale Univ, Dept Chem, New Haven, CT 06520 USA
Energy Sci Inst, New Haven, CT 06520 USA Yale Univ, Dept Chem, New Haven, CT 06520 USA