Synthesis of Axially Chiral Carboxamides via Aminocarbonylation of Aryl and Vinyl Iodides with 2,2'-Diamino-1,1'-binaphthalene in the Presence of Palladium Catalysts
Palladium-catalysed aminocarbonylation of iodobenzene and 1-iodocyclohexene with both enantiomerically pure and racemic 2,2'-diamino-1,1'-binaphthalene (BINAM) asN-nucleophile was carried out. The mono- and dicarboxamide enantiomers possessing axial chirality were synthesised using (S-ax)-...
Elmentve itt :
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| Dokumentumtípus: | Cikk |
| Megjelent: |
2020
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| Sorozat: | CHEMISTRYSELECT
5 No. 35 |
| doi: | 10.1002/slct.202002093 |
| mtmt: | 31625419 |
| Online Access: | http://publicatio.bibl.u-szeged.hu/21133 |
| LEADER | 01681nab a2200253 i 4500 | ||
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| 001 | publ21133 | ||
| 005 | 20210331110420.0 | ||
| 008 | 210331s2020 hu o 0|| zxx d | ||
| 022 | |a 2365-6549 | ||
| 024 | 7 | |a 10.1002/slct.202002093 |2 doi | |
| 024 | 7 | |a 31625419 |2 mtmt | |
| 040 | |a SZTE Publicatio Repozitórium |b hun | ||
| 041 | |a zxx | ||
| 100 | 1 | |a Pálinkás Noémi | |
| 245 | 1 | 0 | |a Synthesis of Axially Chiral Carboxamides via Aminocarbonylation of Aryl and Vinyl Iodides with 2,2'-Diamino-1,1'-binaphthalene in the Presence of Palladium Catalysts |h [elektronikus dokumentum] / |c Pálinkás Noémi |
| 260 | |c 2020 | ||
| 300 | |a 11048-11051 | ||
| 490 | 0 | |a CHEMISTRYSELECT |v 5 No. 35 | |
| 520 | 3 | |a Palladium-catalysed aminocarbonylation of iodobenzene and 1-iodocyclohexene with both enantiomerically pure and racemic 2,2'-diamino-1,1'-binaphthalene (BINAM) asN-nucleophile was carried out. The mono- and dicarboxamide enantiomers possessing axial chirality were synthesised using (S-ax)-BINAM. In the possession of these reference compounds the partial chiral kinetic resolution of racemic BINAM was carried out using various optically active bidentate ligands such as (2S,4S)-BDPP, (2S,3S)-CHIRAPHOS and (R)-BINAP. It was revealed by chiral HPLC measurements that up to 10 % enantiomeric excess of carboxamides can be achieved in this way. Although with low enantioselection, enantioselectve aminocarbonylation was carried out for the first time. | |
| 700 | 0 | 1 | |a Mikle Gábor |e aut |
| 700 | 0 | 1 | |a Aranyi Anita |e aut |
| 700 | 0 | 1 | |a Péter Antal |e aut |
| 700 | 0 | 1 | |a Kollár László |e aut |
| 856 | 4 | 0 | |u http://publicatio.bibl.u-szeged.hu/21133/1/Palinkas_Chemistry_Select_2020.pdf |z Dokumentum-elérés |