N-Methylphthalimide-substituted benzimidazolium salts and PEPPSI Pd-NHC complexes: synthesis, characterization and catalytic activity in carbon-carbon bond-forming reactions
dc.authorid | Kayser, Veysel/0000-0003-1310-9534 | |
dc.authorid | Akkoc, Senem/0000-0002-1260-9425 | |
dc.authorwosid | Gök, Yetkin/AAA-5669-2021 | |
dc.authorwosid | İLHAN, İLHAN ÖZER/AAN-1469-2021 | |
dc.authorwosid | Kayser, Veysel/HKN-5249-2023 | |
dc.authorwosid | Akkoç, Senem/AAN-1478-2021 | |
dc.contributor.author | Akkoc, Senem | |
dc.contributor.author | Gok, Yetkin | |
dc.contributor.author | Ilhan, Ilhan Ozer | |
dc.contributor.author | Kayser, Veysel | |
dc.date.accessioned | 2024-08-04T20:41:37Z | |
dc.date.available | 2024-08-04T20:41:37Z | |
dc.date.issued | 2016 | |
dc.department | İnönü Üniversitesi | en_US |
dc.description.abstract | A series of novel benzimidazolium salts (1-4) and their pyridine enhanced precatalyst preparation stabilization and initiation (PEPPSI) themed palladium N-heterocyclic carbene complexes [ PdCl2(NHC)(Py)] (5-8), where NHC = 1-(N-methylphthalimide)3- alkylbenzimidazolin-2-ylidene and Py = 3-chloropyridine, were synthesized and characterized by means of H-1 and C-13{H-1} NMR, UV-vis (for 5-8), ESI-FTICR-MS (for 2, 4, 6-8) and FTIR spectroscopic methods and elemental analysis. The synthesized compounds were tested in Suzuki-Miyaura cross-coupling (for 1-8) and arylation (for 5-8) reactions. As catalysts, they demonstrated a highly efficient route for the formation of asymmetric biaryl compounds even though they were used in very low loading. For example, all compounds displayed good catalytic activity for the C-C bond formation of 4-tert-butylphenylboronic acid with 4-chlorotoluene. | en_US |
dc.description.sponsorship | TUBITAK [1059B141400496]; Erciyes University Research Fund | en_US |
dc.description.sponsorship | This work was financially supported by TUBITAK (1059B141400496) and Erciyes University Research Fund. We thank Dr Nial Wheate and Zehra Elgundi (University of Sydney) for useful comments and critical reading of the paper. | en_US |
dc.identifier.doi | 10.3762/bjoc.12.9 | |
dc.identifier.endpage | 88 | en_US |
dc.identifier.issn | 1860-5397 | |
dc.identifier.pmid | 26877810 | en_US |
dc.identifier.scopus | 2-s2.0-84962261256 | en_US |
dc.identifier.scopusquality | Q2 | en_US |
dc.identifier.startpage | 81 | en_US |
dc.identifier.uri | https://doi.org/10.3762/bjoc.12.9 | |
dc.identifier.uri | https://hdl.handle.net/11616/97246 | |
dc.identifier.volume | 12 | en_US |
dc.identifier.wos | WOS:000368063800001 | en_US |
dc.identifier.wosquality | Q2 | en_US |
dc.indekslendigikaynak | Web of Science | en_US |
dc.indekslendigikaynak | Scopus | en_US |
dc.indekslendigikaynak | PubMed | en_US |
dc.language.iso | en | en_US |
dc.publisher | Beilstein-Institut | en_US |
dc.relation.ispartof | Beilstein Journal of Organic Chemistry | en_US |
dc.relation.publicationcategory | Makale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı | en_US |
dc.rights | info:eu-repo/semantics/openAccess | en_US |
dc.subject | arylation | en_US |
dc.subject | benzimidazolium salts | en_US |
dc.subject | catalysis | en_US |
dc.subject | N-heterocyclic carbene | en_US |
dc.subject | PEPPSI complex | en_US |
dc.subject | Suzuki-Miyaura cross-coupling reaction | en_US |
dc.title | N-Methylphthalimide-substituted benzimidazolium salts and PEPPSI Pd-NHC complexes: synthesis, characterization and catalytic activity in carbon-carbon bond-forming reactions | en_US |
dc.type | Article | en_US |