Nagyházi, Márton and Almási, Balázs and Lukács, Ádám and Bényei, Attila Csaba and Nagy, Tibor and Kéki, Sándor and Tuba, Róbert (2022) Synthesis and characterization of novel PEPPSI type bicyclic (alkyl)(amino)carbene (BICAAC)-Pd complexes. JOURNAL OF MOLECULAR STRUCTURE, 1256. ISSN 0022-2860
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Abstract
A series of bicyclic alkylamino carbenes (BICAAC) (where N-aryl = dipp, mes, 2,6-dimethyl-4-(dimethylamino)phenyl, 5a–d) and their novel air- and moisture-resistant pyridine (pyridine, 4-dimethylaminopyridine) containing palladium Pd(II) complexes (6a–e) were synthetized and characterized. As novel examples of the PEPPSI (“pyridine enhanced precatalyst preparation stabilization and initiation”)-Pd compounds, the reported complexes have shown high activity in Mizoroki–Heck coupling reaction even at as low as 100 ppm loading (TON up to 10000). Kinetic studies revealed that reactions carried out in the presence of elemental mercury resulted decrease in activity. It indicates that the coupling reaction may have both molecular and Pd(0)-mediated catalytic paths. © 2022 The Authors
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| Additional Information: | Eötvös Loránd Research Network, Research Centre for Natural Sciences, Institute of Materials and Environmental Chemistry, Magyar tudósok körútja 2., H-1519, Budapest, 286, Hungary Department of Pharmaceutical Chemistry, University of Debrecen, Egyetem tér 1, Debrecen, H-4032, Hungary Department of Applied Chemistry, University of Debrecen, Egyetem tér 1, Debrecen, H-4032, Hungary Export Date: 19 February 2022 CODEN: JMOSB Correspondence Address: Nagyházi, M.; Eötvös Loránd Research Network, Magyar tudósok körútja 2., H-1519, Hungary; email: nagyhazi.marton@ttk.hu Funding details: European Commission, EC Funding details: European Regional Development Fund, ERDF, VEKOP-2.3.2-16-2017-00013 Funding details: Nemzeti Kutatási Fejlesztési és Innovációs Hivatal, NKFIH, NKFI NN-128368 Funding text 1: Thanks are due for the support provided by the European Union and the State of Hungary, co-financed by the European Regional Development Fund in the framework of the project No. VEKOP-2.3.2-16-2017-00013. A. Bényei thanks the Hungarian National Research, Development and Innovation Office – NKFIH under the Grant NKFI NN-128368. |
| Uncontrolled Keywords: | PYRIDINE; Synthesis (chemical); Palladium compounds; carbenes; Mizoroki–Heck reaction; Mizoroki–Heck reaction; Synthesis and characterizations; Pd-PEPPSI; Precatalysts; 4-DIMETHYLAMINOPYRIDINE; PEPPSI complex; BICAAC; Palladium carbene complex; Bicyclic (alkyl)(amino)carbene; Palladium carbene complexes; Pd-“pyridine enhanced precatalyst preparation stabilization and initiation”; “pyridine enhanced precatalyst preparation stabilization and initiation” complex; |
| Subjects: | Q Science / természettudomány > QD Chemistry / kémia |
| SWORD Depositor: | MTMT SWORD |
| Depositing User: | MTMT SWORD |
| Date Deposited: | 23 Nov 2022 11:55 |
| Last Modified: | 23 Nov 2022 11:55 |
| URI: | http://real.mtak.hu/id/eprint/153843 |
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