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231225s2020 xx |||||o 00| ||eng c |
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|a 10.1021/acs.organomet.0c00382
|2 doi
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|a pubmed24n1488.xml
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|a (NLM)32831451
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|a eng
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|a Arevalo, Rebeca
|e verfasserin
|4 aut
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|a C(sp2)-H Borylation of Heterocycles by Well-Defined Bis(silylene)pyridine Cobalt(III) Precatalysts
|b Pincer Modification, C(sp2)-H Activation and Catalytically Relevant Intermediates
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|c 2020
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|a Text
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|2 rdacontent
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|a ƒaComputermedien
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|2 rdamedia
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|a ƒa Online-Ressource
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|a Date Revised 01.08.2024
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|a published: Print-Electronic
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|a Citation Status PubMed-not-MEDLINE
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|a Well-defined bis(silylene)pyridine cobalt(III) precatalysts for C(sp2)-H borylation have been synthesized and applied to the investigation of the mechanism of the catalytic borylation of furans and pyridines. Specifically, [( Ar SiNSi)CoH3]·NaHBEt3 ( Ar SiNSi = 2,6-[EtNSi(NtBu)2CAr]2C5H3N, Ar = C6H5 (1-H 3 ·NaHBEt 3 ), 4-MeC6H4 (2-H 3 ·NaHBEt 3 )) and trans-[( Ar SiNSi)Co(H)2BPin] (Ar = C6H5 (1-(H) 2 BPin), 4-MeC6H4 (2-(H) 2 BPin), Pin = pinacolato) were prepared and employed as single component precatalysts for the C(sp2)-H borylation of 2-methylfuran, benzofuran and 2,6-lutidine. The cobalt(III) precursors, 2-H 3 ·NaHBEt 3 and 2-(H) 2 BPin also promoted C(sp2)-H activation of benzofuran, yielding [(ArSiNSi)CoH(Bf)2] (Ar = 4-MeC6H4, 2-H(Bf) 2 , Bf = 2-benzofuranyl). Monitoring the catalytic borylation of 2-methylfuran and 2,6-lutidine by 1H NMR spectroscopy established the trans-dihydride cobalt(III) boryl as the catalyst resting state at low substrate conversion. At higher conversion two distinct pincer modification pathways were identified, depending on the substrate and the boron source
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|a Journal Article
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|a Pabst, Tyler P
|e verfasserin
|4 aut
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|a Chirik, Paul J
|e verfasserin
|4 aut
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| 773 |
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|i Enthalten in
|t Organometallics
|d 1998
|g 39(2020), 14 vom: 27. Juli, Seite 2763-2773
|w (DE-627)NLM098167103
|x 0276-7333
|7 nnns
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|g volume:39
|g year:2020
|g number:14
|g day:27
|g month:07
|g pages:2763-2773
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|u http://dx.doi.org/10.1021/acs.organomet.0c00382
|3 Volltext
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