Selective Hydration of Nitriles to Corresponding Amides in Air with Rh(I)-N-Heterocyclic Complex Catalysts
by
Csilla Enikő Czégéni 1,*
, Sourav De 2,3, Antal Udvardy 3, Nóra Judit Derzsi 3, Gergely Papp 3, Gábor Papp 3 and Ferenc Joó 1,3,*
Csilla Enikő Czégéni 1,*, Sourav De 2,3, Antal Udvardy 3, Nóra Judit Derzsi 3, Gergely Papp 3, Gábor Papp 3 and Ferenc Joó 1,3,*
1
MTA-DE Redox and Homogeneous Catalytic Reaction Mechanisms Research Group, P.O. Box 400, H-4002 Debrecen, Hungary
2
Doctoral School of Chemistry, University of Debrecen, H-4002 Debrecen, Hungary
3
Department of Physical Chemistry, University of Debrecen, P.O. Box 400, H-4002 Debrecen, Hungary
*
Authors to whom correspondence should be addressed.
Catalysts 2020, 10(1), 125; https://doi.org/10.3390/catal10010125
Received: 23 December 2019 / Revised: 13 January 2020 / Accepted: 13 January 2020 / Published: 16 January 2020
(This article belongs to the Special Issue Catalysis in Heterocyclic and Organometallic Synthesis)
A new synthetic method for obtaining [RhCl(cod)(NHC)] complexes (1–4) (cod = η4-1,5-cyclooctadiene, NHC = N-heterocyclic carbene: IMes, SIMes, IPr, and SIPr, respectively) is reported together with the catalytic properties of 1–4 in nitrile hydration. In addition to the characterization of 1–4 in solution by 13C NMR spectroscopy, the structures of complexes 3, and 4 have been established also in the solid state with single-crystal X-ray diffraction analysis. The Rh(I)-NHC complexes displayed excellent catalytic activity in hydration of aromatic nitriles (up to TOF = 276 h−1) in water/2-propanol (1/1 v/v) mixtures in air.
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Keywords:
hydration; metal catalysis; N-heterocyclic carbenes; nitriles; rhodium; synthesis of organometallics
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MDPI and ACS Style
Czégéni, C.E.; De, S.; Udvardy, A.; Derzsi, N.J.; Papp, G.; Papp, G.; Joó, F. Selective Hydration of Nitriles to Corresponding Amides in Air with Rh(I)-N-Heterocyclic Complex Catalysts. Catalysts 2020, 10, 125.
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