More Like this

1. Hydration reactions catalyzed by transition metal–NHC (NHC = N-heterocyclic carbene) complexes

   https://doi.org/10.1016/j.ccr.2023.215110  

   Gao, Pengcheng; Szostak, Michal (June 2023, Coordination Chemistry Reviews)
2. Palladium-NHC (NHC = N-heterocyclic Carbene)-Catalyzed Suzuki–Miyaura Cross-Coupling of Alkyl Amides

   https://doi.org/10.1021/acscatal.1c05738  

   Wang, Chang-An; Rahman, Md. Mahbubur; Bisz, Elwira; Dziuk, Błażej; Szostak, Roman; Szostak, Michal (February 2022, ACS Catalysis)
3. Palladium/NHC (NHC = N -Heterocyclic Carbene)-Catalyzed B-Alkyl Suzuki Cross-Coupling of Amides by Selective N–C Bond Cleavage

   https://doi.org/10.1021/acs.orglett.8b02911  

   Meng, Guangrong; Szostak, Michal (October 2018, Organic Letters)
4. [(NHC)Pd(OAc) ₂ ]: Highly Active Carboxylate Pd(II)–NHC (NHC = N-Heterocyclic Carbene) Precatalysts for Suzuki–Miyaura and Buchwald–Hartwig Cross-Coupling of Amides by N–C(O) Activation

   https://doi.org/10.1021/acs.joc.4c00103  

   Zhu, Yawei; Yang, Shiyi; Zhou, Tongliang; Szostak, Michal (July 2024, The Journal of Organic Chemistry)
5. Suzuki–Miyaura Cross-Coupling of Amides Using Well-Defined, Air- and Moisture-Stable Nickel/NHC (NHC = N-Heterocyclic Carbene) Complexes

   https://doi.org/10.3390/catal10040372  

   Buchspies, Jonathan; Rahman, Md. Mahbubur; Szostak, Michal (April 2020, Catalysts)

   In this Special Issue on N-Heterocyclic Carbenes and Their Complexes in Catalysis, we report the first example of Suzuki–Miyaura cross-coupling of amides catalyzed by well-defined, air- and moisture-stable nickel/NHC (NHC = N-heterocyclic carbene) complexes. The selective amide bond N–C(O) activation is achieved by half-sandwich, cyclopentadienyl [CpNi(NHC)Cl] complexes. The following order of reactivity of NHC ligands has been found: IPr > IMes > IPaul ≈ IPr*. Both the neutral and the cationic complexes are efficient catalysts for the Suzuki–Miyaura cross-coupling of amides. Kinetic studies demonstrate that the reactions are complete in < 1 h at 80 °C. Complete selectivity for the cleavage of exocyclic N-acyl bond has been observed under the experimental conditions. Given the utility of nickel catalysis in activating unreactive bonds, we believe that well-defined and bench-stable [CpNi(NHC)Cl] complexes will find broad application in amide bond and related cross-couplings of bench-stable acyl-electrophiles. 

   more » « less