Palladium(II) Complexes with N‑Phosphanyl‑N‑heterocyclic Carbenes as Catalysts for Intermolecular Alkyne Hydroaminations

The catalytic potential of palladium­(II) complexes with chelating N-phosphanyl-N-heterocyclic carbenes featuring a saturated imidazolin-2-ylidene or tetrahydropyrimid-2-ylidene ring has been investigated in intermolecular alkyne hydroamination reactions. The complexes were found to be among the mos...

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Bibliographic Details
Published in:ACS omega 2018-12, Vol.3 (12), p.17888-17894
Main Authors: Franco, Dario, Marchenko, Anatoliy, Koidan, Georgyi, Hurieva, Anastasiia N, Kostyuk, Aleksandr, Biffis, Andrea
Format: Article
Language:English
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Summary:The catalytic potential of palladium­(II) complexes with chelating N-phosphanyl-N-heterocyclic carbenes featuring a saturated imidazolin-2-ylidene or tetrahydropyrimid-2-ylidene ring has been investigated in intermolecular alkyne hydroamination reactions. The complexes were found to be among the most active Pd-based catalysts for these processes and to enable the use of low reaction temperatures (40 °C) and of solventless conditions. The Pd complexes require activation by 2 equiv of a silver salt to remove chlorido ligands from the metal coordination sphere; they can however also be presynthesized in active form, which allows their use under silver-free conditions. The hydroamination reaction was found to efficiently proceed with terminal alkynes and different ring-substituted, primary arylamine substrates.
ISSN:2470-1343
2470-1343
DOI:10.1021/acsomega.8b02619