Please use this identifier to cite or link to this item:
https://doi.org/10.1039/c7sc04002d
DC Field | Value | |
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dc.title | Cobalt-catalyzed regioselective stereoconvergent Markovnikov 1,2-hydrosilylation of conjugated dienes | |
dc.contributor.author | Sang, H.L | |
dc.contributor.author | Yu, S | |
dc.contributor.author | Ge, S | |
dc.date.accessioned | 2020-09-04T02:25:07Z | |
dc.date.available | 2020-09-04T02:25:07Z | |
dc.date.issued | 2018 | |
dc.identifier.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 | |
dc.identifier.issn | 2041-6520 | |
dc.identifier.uri | https://scholarbank.nus.edu.sg/handle/10635/174364 | |
dc.description.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. | |
dc.publisher | Royal Society of Chemistry | |
dc.source | Unpaywall 20200831 | |
dc.subject | Catalysts | |
dc.subject | Cobalt | |
dc.subject | Hydrosilylation | |
dc.subject | Isomers | |
dc.subject | Ligands | |
dc.subject | Phosphorus compounds | |
dc.subject | Cobalt Catalyst | |
dc.subject | Conjugated dienes | |
dc.subject | High stereoselectivities | |
dc.subject | Isolated yield | |
dc.subject | Isomeric mixtures | |
dc.subject | Mechanistic studies | |
dc.subject | Phosphine ligands | |
dc.subject | Regio-selective | |
dc.subject | Olefins | |
dc.type | Article | |
dc.contributor.department | CHEMISTRY | |
dc.description.doi | 10.1039/c7sc04002d | |
dc.description.sourcetitle | Chemical Science | |
dc.description.volume | 9 | |
dc.description.issue | 4 | |
dc.description.page | 973-978 | |
Appears in Collections: | Elements Staff Publications |
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