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1. [(NHC)PdCl ₂ (Aniline)] Complexes: Easily Synthesized, Highly Active Pd(II)–NHC Precatalysts for Cross-Coupling Reactions

   https://doi.org/10.1021/acs.joc.1c02183  

   Xia, Qinqin; Shi, Shicheng; Gao, Pengcheng; Lalancette, Roger; Szostak, Roman; Szostak, Michal (November 2021, The Journal of Organic Chemistry)
2. Divergent Acyl and Decarbonylative Liebeskind–Srogl Cross-Coupling of Thioesters by Cu-Cofactor and Pd–NHC (NHC = N-Heterocyclic Carbene) Catalysis

   https://doi.org/10.1021/acscatal.2c05550  

   Yang, Shiyi; Yu, Xiang; Szostak, Michal (February 2023, ACS Catalysis)
3. [IPr#–PEPPSI]: A Well-Defined, Highly Hindered and Broadly Applicable Pd(II)–NHC (NHC = N-Heterocyclic Carbene) Precatalyst for Cross-Coupling Reactions

   https://doi.org/10.3390/molecules28155833  

   Rahman, Md Mahbubur; Zhao, Qun; Meng, Guangrong; Lalancette, Roger; Szostak, Roman; Szostak, Michal (August 2023, Molecules)

   In this Special Issue, “Featured Papers in Organometallic Chemistry”, we report on the synthesis and characterization of [IPr#–PEPPSI], a new, well-defined, highly hindered Pd(II)–NHC precatalyst for cross-coupling reactions. This catalyst was commercialized in collaboration with MilliporeSigma, Burlington, ON, Canada (no. 925489) to provide academic and industrial researchers with broad access to reaction screening and optimization. The broad activity of [IPr#–PEPPSI] in cross-coupling reactions in a range of bond activations with C–N, C–O, C–Cl, C–Br, C–S and C–H cleavage is presented. A comprehensive evaluation of the steric and electronic properties is provided. Easy access to the [IPr#–PEPPSI] class of precatalysts based on modular pyridine ligands, together with the steric impact of the IPr# peralkylation framework, will facilitate the implementation of well-defined, air- and moisture-stable Pd(II)–NHC precatalysts in chemistry research. 

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4. Pd–NHC (NHC = N-Heterocyclic Carbene)-Catalyzed B-Alkyl Suzuki Cross-Coupling of 2-Pyridyl Ammonium Salts by N–C Activation: Application to the Discovery of Agrochemical Molecular Hybrids

   https://doi.org/10.1021/acs.orglett.4c00549  

   Gao, Yanqing; Hu, Yuge; Ye, Jiuhui; Ma, Zhiqing; Feng, Juntao; Liu, Xili; Lei, Peng; Szostak, Michal (March 2024, Organic Letters)
5. Pd-PEPPSI: Water-Assisted Suzuki−Miyaura Cross-Coupling of Aryl Esters at Room Temperature using a Practical Palladium-NHC (NHC=N-Heterocyclic Carbene) Precatalyst

   https://doi.org/10.1002/adsc.201701563  

   Li, Guangchen; Shi, Shicheng; Lei, Peng; Szostak, Michal (January 2018, Advanced Synthesis & Catalysis)

   A Pd-PEPPSI-catalyzed (Pd = Palladium, PEPPSI = pyridine-enhanced precatalyst preparation stabilization and initiation) Suzuki-Miyaura cross-coupling of aryl esters via selective C–O cleavage at room temperature is reported. The developed catalyst system displays broad substrate scope with respect to both components under practical ambient reaction conditions using readily-available, cheap, modular, air- and moisturestable Pd-NHC precatalyst (NHC = N-heterocyclic carbene). The use of water proved crucial for achieving high reactivity in this coupling. The catalyst system represents the mildest conditions for the Suzuki-Miyaura cross-coupling of aryl esters reported to date. The protocol also allowed for achieving TON >1,000 (TON = turnover number) in the Suzuki-Miyaura ester coupling for the first time. 

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