Catalyst Deactivation During Rhodium Complex-Catalyzed Propargylic C-H Activation.
C−H activation
catalyst deactivation
concentration diagrams
kinetics
rhodium catalysis
Journal
Chemistry (Weinheim an der Bergstrasse, Germany)
ISSN: 1521-3765
Titre abrégé: Chemistry
Pays: Germany
ID NLM: 9513783
Informations de publication
Date de publication:
07 Oct 2021
07 Oct 2021
Historique:
received:
21
06
2021
pubmed:
15
7
2021
medline:
15
7
2021
entrez:
14
7
2021
Statut:
ppublish
Résumé
Detailed mechanistic investigations on our previously reported synthesis of branched allylic esters by the rhodium complex-catalyzed propargylic C-H activation have been carried out. Based on initial mechanistic studies, we present herein more detailed investigations of the reaction mechanism. For this, various analytical (NMR, X-ray crystal structure analysis, Raman) and kinetic methods were used to characterize the formation of intermediates under the reaction conditions. The knowledge obtained by this was used to further optimize the previous conditions and generate a more active catalytic system.
Identifiants
pubmed: 34260787
doi: 10.1002/chem.202102219
pmc: PMC8518492
doi:
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
14034-14041Informations de copyright
© 2021 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH.
Références
Acc Chem Res. 2016 Aug 16;49(8):1524-36
pubmed: 27455048
Chemistry. 2021 Oct 7;27(56):14034-14041
pubmed: 34260787
Angew Chem Int Ed Engl. 2008;47(2):258-97
pubmed: 17968865
Acc Chem Res. 2010 Dec 21;43(12):1461-75
pubmed: 20873839
Angew Chem Int Ed Engl. 2016 Jul 11;55(29):8440-3
pubmed: 27244349
Chem Rev. 1996 Feb 1;96(1):395-422
pubmed: 11848758
Org Lett. 2016 Jan 4;18(1):124-7
pubmed: 26683497
J Am Chem Soc. 2014 Jan 22;136(3):1097-104
pubmed: 24377792
Chem Rev. 2003 Aug;103(8):2921-44
pubmed: 12914486
Chemistry. 2016 May 4;22(19):6547-51
pubmed: 26990445
J Am Chem Soc. 2011 Mar 2;133(8):2386-9
pubmed: 21291216
Acta Crystallogr C Struct Chem. 2019 Oct 1;75(Pt 10):1434-1438
pubmed: 31589160
J Am Chem Soc. 2015 Mar 4;137(8):3131-7
pubmed: 25667963
Chem Commun (Camb). 2016 Apr 30;52(34):5840-3
pubmed: 27040888
J Am Chem Soc. 2010 Sep 1;132(34):11978-87
pubmed: 20690676
Chem Commun (Camb). 2012 Jul 4;48(52):6577-9
pubmed: 22617940
J Am Chem Soc. 2007 May 16;129(19):6328-35
pubmed: 17439217
Chem Commun (Camb). 2006 Sep 14;(34):3646-7
pubmed: 17047793
Angew Chem Int Ed Engl. 2017 Jul 10;56(29):8422-8425
pubmed: 28514115
Talanta. 1984 Feb;31(2):113-6
pubmed: 18963546
J Am Chem Soc. 2004 Feb 11;126(5):1346-7
pubmed: 14759185
Org Lett. 2018 Feb 2;20(3):598-601
pubmed: 29350041
Angew Chem Int Ed Engl. 2019 Mar 11;58(11):3392-3397
pubmed: 30620131
J Am Chem Soc. 2014 Nov 19;136(46):16124-7
pubmed: 25365339