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Dostęp zamkniętyBoron–boron, carbon–carbon and nitrogen–nitrogen bonding in N-heterocyclic carbenes and their diazaboryl and triazole analogues: Wanzlick equilibrium revisited
| cris.lastimport.scopus | 2024-02-12T19:38:47Z |
| dc.abstract.en | A series of monomers and dimers of N-heterocyclic carbenes and their diazaboryl and triazole analogues were investigated using the M06-2X and M06 density functional methods as well as using a DLPNO-CCSD(T) approach. We show that asymmetric carbenes bearing a benzyl and a mesityl moiety are predicted to form stable dimers due to favorable off-centre parallel stacking interactions. We also show that the double bond of the imidazole core destabilizes carbene dimers, shifting the Wanzlick equilibrium towards monomers. We predict that the methyl-, ethyl- and mesityl-substituted diazaboroles are more stable as monomers, irrespective of the presence of the double-bond in their structure, as are triazoles. Additionally, we demonstrate that the HOMO–LUMO gap difference between the monomer and the dimer, which is relatively easy to obtain, is a good indicator of the relative stability of the dimer versus the monomer for carbenes. |
| dc.affiliation | Uniwersytet Warszawski |
| dc.contributor.author | Rajkiewicz, Adam |
| dc.contributor.author | Młodzikowska, Katarzyna |
| dc.contributor.author | Trzaskowski, Bartosz |
| dc.contributor.author | Grela, Karol |
| dc.date.accessioned | 2024-01-24T18:40:55Z |
| dc.date.available | 2024-01-24T18:40:55Z |
| dc.date.issued | 2018 |
| dc.description.finance | Nie dotyczy |
| dc.description.number | 8 |
| dc.description.volume | 42 |
| dc.identifier.doi | 10.1039/C8NJ00296G |
| dc.identifier.issn | 1144-0546 |
| dc.identifier.uri | https://repozytorium.uw.edu.pl//handle/item/102463 |
| dc.identifier.weblink | http://dx.doi.org/10.1039/C8NJ00296G |
| dc.language | eng |
| dc.pbn.affiliation | chemical sciences |
| dc.relation.ispartof | New Journal of Chemistry |
| dc.relation.pages | 6183-6190 |
| dc.rights | ClosedAccess |
| dc.sciencecloud | nosend |
| dc.title | Boron–boron, carbon–carbon and nitrogen–nitrogen bonding in N-heterocyclic carbenes and their diazaboryl and triazole analogues: Wanzlick equilibrium revisited |
| dc.type | JournalArticle |
| dspace.entity.type | Publication |