2.2 Cobalt- and Iron-Catalyzed Hydrosilylation
Book
Editor: Yoshikai, N.
Title: Base-Metal Catalysis 2
Print ISBN: 9783132455030; Online ISBN: 9783132455054; Book DOI: 10.1055/b000000440
1st edition © 2023 Thieme. All rights reserved.
Georg Thieme Verlag KG, Stuttgart
Subjects: Organic Chemistry;Chemical Reactions, Catalysis;Organometallic Chemistry;Laboratory Techniques, Stoichiometry
Science of Synthesis Reference Libraries
Parent publication
Title: Science of Synthesis
DOI: 10.1055/b-00000101
Series Editors: Fürstner, A. (Editor-in-Chief); Carreira, E. M.; Faul, M.; Kobayashi, S.; Koch, G.; Molander, G. A.; Nevado, C.; Trost, B. M.; You, S.-L.
Type: Multivolume Edition
Abstract


The hydrosilylation of readily available alkenes and alkynes represents an atom-economic and straightforward method for the preparation of value-added organosilicon compounds. Among various catalysts, those based on earth-abundant metals such as cobalt and iron demonstrate great potential due to their low cost and toxicity, as well as good catalytic performance. This review discusses recent progress in the cobalt- and iron-catalyzed hydrosilylation of alkenes and alkynes, as well as the sequential double hydrosilylation of alkynes, with an emphasis on the synthetic utility of the methods. The reactivity, regioselectivity, and enantioselectivity can be well-controlled by applying suitable ligands.
Key words
earth-abundant metals - iron catalysis - cobalt catalysis - hydrosilylation - regioselectivity - enantioselectivity - alkenes - alkynes - organosilicon- 3 Markó IE, Stérin S, Buisine O, Mignani G, Branlard P, Tinant B, Declercq J.-P. Science (Washington, D. C.) 2002; 298: 204
MissingFormLabel
- 15 de Almeida LD, Wang H, Junge K, Cui X, Beller M. Angew. Chem. Int. Ed. 2021; 60: 550
MissingFormLabel
- 25 Kuai C.-S, Ji D.-W, Zhao C.-Y, Liu H, Hu Y.-C, Chen Q.-A. Angew. Chem. Int. Ed. 2020; 59: 19115
MissingFormLabel
- 33 Nesmeyanov AN, Freidlina RK, Chukovskaya EC, Petrova RG, Belyavsky AB. Tetrahedron 1962; 17: 61
MissingFormLabel
- 38 Tondreau AM, Atienza CCH, Weller KJ, Nye SA, Lewis KM, Delis JGP, Chirik PJ. Science (Washington, D. C.) 2012; 335: 567
MissingFormLabel
- 41 Challinor AJ, Calin M, Nichol GS, Carter NB, Thomas SP. Adv. Synth. Catal. 2016; 358: 2404
MissingFormLabel
- 44 Peng D, Zhang Y, Du X, Zhang L, Leng X, Walter MD, Huang Z. J. Am. Chem. Soc. 2013; 135: 19154
MissingFormLabel
- 57 Hu M.-Y, He Q, Fan S.-J, Wang Z.-C, Liu L.-Y, Mu Y.-J, Peng Q, Zhu S.-F. Nat. Commun. 2018; 9: 221
MissingFormLabel
- 73 Cheng Z, Guo J, Sun Y, Zheng Y, Zhou Z, Lu Z. Angew. Chem. Int. Ed. 2021; 60: 22454
MissingFormLabel
- 75 Hu M.-Y, He P, Qiao T.-Z, Sun W, Li W.-T, Lian J, Li J.-H, Zhu S.-F. J. Am. Chem. Soc. 2020; 142: 16894
MissingFormLabel
- 77 Wang D, Lai Y, Wang P, Leng X, Xiao J, Deng L. J. Am. Chem. Soc. 2021; 143: 12847
MissingFormLabel
- 80 Ding S, Song L.-J, Wang Y, Zhang X, Chung LW, Wu Y.-D, Sun J. Angew. Chem. Int. Ed. 2015; 54: 5632
MissingFormLabel
- 81 Ding S, Song L.-J, Chung LW, Zhang X, Sun J, Wu Y.-D. J. Am. Chem. Soc. 2013; 135: 13835
MissingFormLabel
- 86 Shimada T, Mukaide K, Shinohara A, Han JW, Hayashi T. J. Am. Chem. Soc. 2002; 124: 1584
MissingFormLabel