Please use this identifier to cite or link to this item:
https://doi.org/10.1039/c7sc04002d
Title: | Cobalt-catalyzed regioselective stereoconvergent Markovnikov 1,2-hydrosilylation of conjugated dienes | Authors: | Sang, H.L Yu, S Ge, S |
Keywords: | Catalysts Cobalt Hydrosilylation Isomers Ligands Phosphorus compounds Cobalt Catalyst Conjugated dienes High stereoselectivities Isolated yield Isomeric mixtures Mechanistic studies Phosphine ligands Regio-selective Olefins |
Issue Date: | 2018 | Publisher: | Royal Society of Chemistry | Citation: | Sang, H.L, Yu, S, Ge, S (2018). Cobalt-catalyzed regioselective stereoconvergent Markovnikov 1,2-hydrosilylation of conjugated dienes. Chemical Science 9 (4) : 973-978. ScholarBank@NUS Repository. https://doi.org/10.1039/c7sc04002d | Abstract: | We report the first stereoconvergent Markovnikov 1,2-hydrosilylation of conjugated dienes using catalysts generated from bench-stable Co(acac) 2 and phosphine ligands. A wide range of E/Z-dienes underwent this Markovnikov 1,2-hydrosilylation in a stereoconvergent manner, affording (E)-allylsilanes in high isolated yields with high stereoselectivities (E/Z = >99;:;1) and high regioselectivities (b/l up to > 99;:;1). Mechanistic studies revealed that this stereoconvergence stems from a ?-?-? isomerization of an allylcobalt species generated by the 1,4-hydrometalation of Z-dienes. In addition, a cobalt catalyst that can only catalyze the hydrosilylation of the E-isomer of an (E/Z)-diene was identified, which allows the separation of the (Z)-isomer from an isomeric mixture of (E/Z)-dienes. Furthermore, asymmetric hydrosilylation of (E)-1-aryl-1,3-dienes was studied with Co(acac) 2 /(R)-difluorphos and good enantioselectivities (er up to 90;:;10) were obtained. © 2018 The Royal Society of Chemistry. | Source Title: | Chemical Science | URI: | https://scholarbank.nus.edu.sg/handle/10635/174364 | ISSN: | 2041-6520 | DOI: | 10.1039/c7sc04002d |
Appears in Collections: | Elements Staff Publications |
Show full item record
Files in This Item:
File | Description | Size | Format | Access Settings | Version | |
---|---|---|---|---|---|---|
10_1039_c7sc04002d.pdf | 1.47 MB | Adobe PDF | OPEN | None | View/Download |
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.