The continuum of carbon-hydrogen (C-H) activation mechanisms and terminology

被引:102
作者
Altus, Kristof M. [1 ,2 ]
Love, Jennifer A. [2 ]
机构
[1] Univ British Columbia, Dept Chem, Vancouver, BC V6T IZ1, Canada
[2] Univ Calgary, Dept Chem, Univ Dr NW, Calgary, AB T2N IN4, Canada
基金
加拿大自然科学与工程研究理事会;
关键词
SIGMA-BOND METATHESIS; CHELATING BIS(NHC) LIGANDS; CARBENE NHC LIGANDS; PALLADIUM COMPLEXES; OXIDATIVE ADDITION; METHANE ACTIVATION; SELECTIVE FUNCTIONALIZATION; AGOSTIC INTERACTIONS; TRANSITION-STATE; METAL-COMPLEXES;
D O I
10.1038/s42004-021-00611-1
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The field of C-H activation has boomed in the past two decades, but the diverse and overlapping terms used in the literature can be difficult to parse. Here the authors review key mechanistic concepts and offer a guide to the perplexed. As a rapidly growing field across all areas of chemistry, C-H activation/functionalisation is being used to access a wide range of important molecular targets. Of particular interest is the development of a sustainable methodology for alkane functionalisation as a means for reducing hydrocarbon emissions. This Perspective aims to give an outline to the community with respect to commonly used terminology in C-H activation, as well as the mechanisms that are currently understood to operate for (cyclo)alkane activation/functionalisation.
引用
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页数:11
相关论文
共 108 条
[1]   Detour-free synthesis of platinum-bis-NHC chloride complexes, their structure and catalytic activity in the CH activation of methane [J].
Ahrens, Sebastian ;
Strassner, Thomas .
INORGANICA CHIMICA ACTA, 2006, 359 (15) :4789-4796
[2]   Aryl-aryl bond formation by transition-metal-catalyzed direct arylation [J].
Alberico, Dino ;
Scott, Mark E. ;
Lautens, Mark .
CHEMICAL REVIEWS, 2007, 107 (01) :174-238
[3]   SELECTIVE INTERMOLECULAR CARBON-HYDROGEN BOND ACTIVATION BY SYNTHETIC METAL-COMPLEXES IN HOMOGENEOUS SOLUTION [J].
ARNDTSEN, BA ;
BERGMAN, RG ;
MOBLEY, TA ;
PETERSON, TH .
ACCOUNTS OF CHEMICAL RESEARCH, 1995, 28 (03) :154-162
[4]  
Arockiam PB, 2012, CHEM REV, V112, P5879, DOI [10.1021/cr300153J, 10.1021/cr300153j]
[5]   Intermolecular C-H bond activation reactions promoted by transient titanium alkylidynes.: Synthesis, reactivity, kinetic, and theoretical studies of the TiC linkage [J].
Bailey, Brad C. ;
Fan, Hongjun ;
Huffman, John C. ;
Baik, Mu-Hyun ;
Mindiola, Daniel J. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (28) :8781-8793
[6]   Intermolecular C-H Activations of Hydrocarbons Initiated by Cp*M(NO)(CH2CMe3)(η3-CH2CHCHPh) Complexes (M = Mo, W) [J].
Baillie, Rhett A. ;
Man, Renee W. Y. ;
Shree, Monica V. ;
Chow, Catherine ;
Thibault, Michelle E. ;
McNeil, W. Stephen ;
Legzdins, Peter .
ORGANOMETALLICS, 2011, 30 (22) :6201-6217
[7]   C-H Bond Activation in Transition Metal Species from a Computational Perspective [J].
Balcells, David ;
Clot, Eric ;
Eisenstein, Odile .
CHEMICAL REVIEWS, 2010, 110 (02) :749-823
[8]   Metathesis of Alkanes and Related Reactions [J].
Basset, Jean-Marie ;
Coperet, Christophe ;
Soulivong, Daravong ;
Taoufik, Mostafa ;
Cazat, Jean Thivolle .
ACCOUNTS OF CHEMICAL RESEARCH, 2010, 43 (02) :323-334
[9]   Intramolecular C-H activation reactions derived from a terminal titanium neopentylidene functionality.: Redox-controlled 1,2-addition and α-hydrogen abstraction reactions [J].
Basuli, F ;
Bailey, BC ;
Huffman, JC ;
Mindiola, DJ .
ORGANOMETALLICS, 2005, 24 (13) :3321-3334
[10]   Computational and theoretical approaches for mechanistic understanding: general discussion [J].
Bauer, Matthias ;
Cadge, Jamie ;
Davies, David ;
Durand, Derek J. ;
Eisenstein, Odile ;
Ess, Daniel ;
Fey, Natalie ;
Gallarati, Simone ;
George, Mike ;
Hamilton, Alexander ;
Harvey, Jeremy ;
Hintermair, Ulrich ;
Hulme, Alison N. ;
Ishii, Youichi ;
Jensen, Vidar R. ;
Lloyd-Jones, Guy ;
Love, Jennifer ;
Lynam, Jason ;
Macgregor, Stuart ;
Marder, Todd B. ;
Meijer, Evert Jan ;
Morgan, Patrick ;
Morris, Robert H. ;
Mwansa, Joseph ;
Odom, Aaron ;
Perutz, Robin ;
Reiher, Markus ;
Schafer, Laurel ;
Slattery, John ;
Young, Tom .
FARADAY DISCUSSIONS, 2019, 220 :464-488