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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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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
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cited_by cdi_FETCH-LOGICAL-a433t-9f9cc754aaeb27939b9f032101f923a470774d34de4c763fbb22abf90da095363
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container_issue 12
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creator Franco, Dario
Marchenko, Anatoliy
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Hurieva, Anastasiia N
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Biffis, Andrea
description 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.
doi_str_mv 10.1021/acsomega.8b02619
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title Palladium(II) Complexes with N‑Phosphanyl‑N‑heterocyclic Carbenes as Catalysts for Intermolecular Alkyne Hydroaminations
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