Steering the Surprisingly Modular π-Acceptor Properties of N-Heterocyclic Carbenes: Implications for Gold Catalysis

被引：234

作者：

Alcarazo, Manuel ^{[1
]}

Stork, Timon ^{[1
]}

Anoop, Anakuthil ^{[1
]}

Thiel, Walter ^{[1
]}

Fuerstner, Alois ^{[1
]}

机构：

[1] Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2010年 / 49卷 / 14期

关键词：

computational chemistry; cycloaddition; gold; homogeneous catalysis; N-heterocyclic carbenes; TRANSITION-METAL-COMPLEXES; AUXILIARY BASIS-SETS; COORDINATION CHEMISTRY; NHC LIGANDS; CYCLOISOMERIZATION REACTIONS; ELECTRONIC-PROPERTIES; BONDING INTERACTIONS; STABLE CARBENES; PLATINUM; ENERGY;

D O I：

10.1002/anie.200907194

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

[Chemical Equation Presented] Accept itl Although the π-acceptor properties of N-heterocyclic carbenes (NHCs) are often considered negligible, they can be enhanced to the extent that they start to dominate the catalytic behavior of gold-NHC complexes (see scheme). As it seems to be easier to tune the π acidity of NHCs than to alter their a-donor properties, the general perception of this important class of ancillary ligands needs to be revised. © 2010 Wiley-VCH Verlag GmbH & Co.

引用

页码：2542 / 2546

页数：5

共 79 条

[41] Silver complexes of a novel tripodal N-heterocyclic carbene ligand:: Evidence for significant metal-carbene π-interaction
Hu, XL
Tang, YJ
Gantzel, P
Meyer, K
[J]. ORGANOMETALLICS, 2003, 22 (04) : 612 - 614
[42] Synthesis, structure and properties of [1,2,4]triazolo[4,3-a]pyridin-3-ylidene rhodium and palladium complexes
Iglesias-Siguenza, Javier
Ros, Abel
Diez, Elena
Alcarazo, Manuel
Alvarez, Eleuterio
Fernandez, Rosario
Lassaletta, Jose M.
[J]. DALTON TRANSACTIONS, 2009, (35) : 7113 - 7120
[43] π-Acidity and π-basicity of N-heterocyclic carbene ligands.: A computational assessment
Jacobsen, Heiko
Correa, Andrea
Costabile, Chiara
Cavallo, Luigi
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2006, 691 (21) : 4350 - 4358
[44] Understanding the M-(NHC) (NHC = N-heterocyclic carbene) bond
Jacobsen, Heiko
Correa, Andrea
Poater, Albert
Costabile, Chiara
Cavallo, Luigi
[J]. COORDINATION CHEMISTRY REVIEWS, 2009, 253 (5-6) : 687 - 703
[45] N-heterocyclic carbenes:: deducing σ- and π-contributions in Rh-catalyzed hydroboration and Pd-catalyzed coupling reactions
Khramov, Dimitri M.
Rosen, Evelyn L.
Er, Joyce An.
Vu, Peter D.
Lynch, Vincent M.
Bielawski, Christopher W.
[J]. TETRAHEDRON, 2008, 64 (29) : 6853 - 6862
[46] N-heterocyclic carbene-transition metal complexes:: Spectroscopic and crystallographic analyses of π-back-bonding interactions
Khramov, Dirnitri M.
Lynch, Vincent M.
Bielawski, Christopher W.
[J]. ORGANOMETALLICS, 2007, 26 (24) : 6042 - 6049
[47] Contributions to the chemistry of carbenemetal chemistry
Lappert, MF
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2005, 690 (24-25) : 5467 - 5473
[48] Theoretical studies of inorganic compounds.: Part XXVIII.: Energy decomposition analysis of the chemical bond in main group and transition metal compounds
Lein, M
Szabó, A
Kovács, A
Frenking, G
[J]. FARADAY DISCUSSIONS, 2003, 124 : 365 - 378
[49] Coinage Metal-N-Heterocyclic Carbene Complexes
Lin, Joseph C. Y.
Huang, Roy T. W.
Lee, Chen S.
Bhattacharyya, Amitabha
Hwang, Wen S.
Lin, Ivan J. B.
[J]. CHEMICAL REVIEWS, 2009, 109 (08) : 3561 - 3598
[50] Gold(I)-catalyzed [2+2]-cycloaddition of allenenes
Luzung, Michael R.
Mauleon, Pablo
Toste, F. Dean
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (41) : 12402 - +

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