Synthetic Strategies for Free & Stable N-Heterocyclic Carbenes and Their Precursors

被引:9
作者
Bhatia, Rohit [1 ]
Gaur, Jitender [1 ,2 ,3 ]
Jain, Shilpa [2 ,3 ]
Lal, Arun [1 ]
Tripathi, Brijesh [5 ]
Attri, Pankaj [1 ,4 ]
Kaushik, Narender Kumar [1 ]
机构
[1] Univ Delhi, Dept Chem, Delhi 110007, India
[2] J&S Res & Innovat, New Delhi 110092, India
[3] CSIR, Natl Phys Lab, New Delhi 110012, India
[4] Kwangwoon Univ, Dept Electro Biophys, Plasma Biosci Res Center, Seoul, South Korea
[5] SVBP Univ Agr & Technol, Basmati Export Dev Fdn, Meerut 250110, Uttar Pradesh, India
关键词
Cyclopropylidene derivatives; Diphenylimidazolium perchlorate; Imidazolium ion; N-Heterocyclic Carbene; Tschugajeff's carbene complex; TRANSITION-METAL-COMPLEXES; ALKYL AMINO CARBENES; PD-II COMPLEXES; IMIDAZOLIUM SALTS; PALLADIUM(II) COMPLEXES; ARYL CHLORIDES; INTRAMOLECULAR HYDROIMINIUMATION; BIS(N-HETEROCYCLIC CARBENE); COORDINATION CHEMISTRY; CATALYTIC APPLICATION;
D O I
10.2174/1570193X11310020007
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Recently, chemical cross coupling reactions have emerged as a powerful tool in the hands of synthetic organic chemist to synthesize complicated organic scaffolds like drugs, natural products, optical devices and industrially important materials. Stable N-Heterocyclic Carbene (NHC) acts as an important catalyst system in various cross coupling reactions. This review describes various strategies used for the synthesis of free and stable NHCs. Historical developments made in the propagation of the idea of free and stable carbene have also keenly been illustrated in the introduction of this review.
引用
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页码:180 / 197
页数:18
相关论文
共 163 条
[1]  
AHLBRECHT H, 1994, SYNTHESIS-STUTTGART, P719
[2]   Titanium N-heterocyclic carbene complexes incorporating an imidazolium-linked bis(phenol) [J].
Aihara, H ;
Matsuo, T ;
Kawaguchi, H .
CHEMICAL COMMUNICATIONS, 2003, (17) :2204-2205
[3]   STABLE CARBENES AS STRONG BASES [J].
ALDER, RW ;
ALLEN, PR ;
WILLIAMS, SJ .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (12) :1267-1268
[4]   Complexation of stable carbenes with alkali metals [J].
Alder, RW ;
Blake, ME ;
Bortolotti, C ;
Bufali, S ;
Butts, CP ;
Linehan, E ;
Oliva, JM ;
Orpen, AG ;
Quayle, MJ .
CHEMICAL COMMUNICATIONS, 1999, (03) :241-242
[5]   Stable aminooxy- and aminothiocarbenes [J].
Alder, RW ;
Butts, CP ;
Orpen, AG .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (44) :11526-11527
[6]   Bis(N-piperidyl)carbene and its slow dimerisation to tetrakis(N-piperidyl)ethene [J].
Alder, RW ;
Blake, ME .
CHEMICAL COMMUNICATIONS, 1997, (16) :1513-1514
[7]   Diaminocarbenes;: Calculation of barriers to rotation about Ccarbene-N bonds, barriers to dimerization, proton affinities, and 13C NMR shifts [J].
Alder, RW ;
Blake, ME ;
Oliva, JM .
JOURNAL OF PHYSICAL CHEMISTRY A, 1999, 103 (50) :11200-11211
[8]   Asymmetric synthesis with N-heterocyclic carbenes.: Application to the copper-catalyzed conjugate addition [J].
Alexakis, A ;
Winn, CL ;
Guillen, F ;
Pytkowicz, J ;
Roland, S ;
Mangeney, P .
ADVANCED SYNTHESIS & CATALYSIS, 2003, 345 (03) :345-348
[9]   Sterically demanding, bioxazoline-derived N-heterocyclic carbene ligands with restricted flexibility for catalysis [J].
Altenhoff, G ;
Goddard, R ;
Lehmann, CW ;
Glorius, F .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (46) :15195-15201
[10]   An N-heterocyclic carbene ligand with flexible steric bulk allows Suzuki cross-coupling of sterically hindered aryl chlorides at room temperature [J].
Altenhoff, G ;
Goddard, R ;
Lehmann, CW ;
Glorius, F .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (31) :3690-3693