Extending the utility of [Pd(NHC)(cinnamyl)Cl] precatalysts: Direct arylation of heterocycles

Scholarly Works

• Simoens, A.; Kaczmarek, A. M.; Machado, I. P.; Van Hecke, K.; Stevens, C. V. Versatile Palladium-catalyzed intramolecular cyclization to access new luminescent azaphosphaphenalene motifs. Chemistry (Weinheim an der Bergstrasse, Germany) 2024, e202303072. doi:10.1002/chem.202303072
• Bensalah, D.; Mansour, L.; Sauthier, M.; Gürbüz, N.; Özdemir, I.; Koko, W. S.; Gatri, R.; Hamdi, N. Palladium(ii)/N-heterocyclic carbene (NHC) catalyzed direct C–H arylation of heteroarenes with different aryl bromides and chlorides. New Journal of Chemistry 2023, 47, 20435–20455. doi:10.1039/d3nj04209j
• Rahman, M. M.; Zhao, Q.; Meng, G.; Lalancette, R.; Szostak, R.; Szostak, M. [IPr#-PEPPSI]: A Well-Defined, Highly Hindered and Broadly Applicable Pd(II)-NHC (NHC = N-Heterocyclic Carbene) Precatalyst for Cross-Coupling Reactions. Molecules (Basel, Switzerland) 2023, 28, 5833. doi:10.3390/molecules28155833
• Zheng, D.-Z.; Li, D.-H.; Liu, H.; Shao, Y.; Ke, Z.; Liu, F.-S. Bis(imino)acenaphthene (BIAN)-Supported N-Heterocyclic Carbene Palladium Complexes with Ancillary Ligands: Readily Activated Precatalysts for Direct C–H Arylation of Thiophenes. Organometallics 2022, 41, 948–961. doi:10.1021/acs.organomet.2c00007
• Kaloğlu, M.; Özdemir, N.; Özdemir, İ. 4,5‐Dihydro‐imidazol‐2‐ylidene‐linked palladium complexes as catalysts for the direct CH bond arylation of azoles. Applied Organometallic Chemistry 2022. doi:10.1002/aoc.6551
• Liu, Y.-S.; Harth, E. Distorted Sandwich α-Diimine PdII Catalyst: Linear Polyethylene and Synthesis of Ethylene/Acrylate Elastomers. Angewandte Chemie (International ed. in English) 2021, 60, 24107–24115. doi:10.1002/anie.202107039
• Liu, Y.; Harth, E. Distorted Sandwich α‐Diimine PdII Catalyst: Linear Polyethylene and Synthesis of Ethylene/Acrylate Elastomers. Angewandte Chemie 2021, 133, 24309–24317. doi:10.1002/ange.202107039
• Kaloğlu, M.; Slimani, I.; Özdemir, N.; Gürbüz, N.; Hamdi, N.; Özdemir, İ. The direct C(sp2)-H functionalization and coupling of aromatic N-heterocycles with (hetero)aryl bromides by [PdX2(imidazolidin-2-ylidene)(Py)] catalysts. Journal of Organometallic Chemistry 2021, 951, 122013. doi:10.1016/j.jorganchem.2021.122013
• Kaloğlu, M.; Şahan, M. H.; Düşünceli, S. D.; Özdemir, İ. Synthesis of Quinoxaline-Linked Bis(Benzimidazolium) Salts and Their Catalytic Application in Palladium-Catalyzed Direct Arylation of Heteroarenes. Catalysis Letters 2021, 152, 2012–2024. doi:10.1007/s10562-021-03787-2
• Kaloğlu, M.; Şahan, M. H.; Düşünceli, S. D.; Özdemir, İ. Synthesis of Quinoxaline-Linked Bis(Benzimidazolium) Salts and Their Catalytic Application in Palladium-Catalyzed Direct Arylation of Heteroarenes. Catalysis Letters 2021, 1–13.
• Zhao, Q.; Meng, G.; Li, G.; Flach, C. R.; Mendelsohn, R.; Lalancette, R. A.; Szostak, R.; Szostak, M. IPr# - highly hindered, broadly applicable N-heterocyclic carbenes. Chemical science 2021, 12, 10583–10589. doi:10.1039/d1sc02619d
• Urgoitia, G.; Herrero, M. T.; Churruca, F.; Conde, N.; SanMartin, R. Direct Arylation in the Presence of Palladium Pincer Complexes. Molecules (Basel, Switzerland) 2021, 26, 4385. doi:10.3390/molecules26144385
• Scattolin, T.; Voloshkin, V. A.; Martynova, E. A.; Broeck, S. M. P. V.; Beliš, M.; Cazin, C. S. J.; Nolan, S. P. Synthesis and catalytic activity of palladium complexes bearing N-heterocyclic carbenes (NHCs) and 1,4,7-triaza-9-phosphatricyclo[5.3.2.1]tridecane (CAP) ligands. Dalton transactions (Cambridge, England : 2003) 2021, 50, 9491–9499. doi:10.1039/d1dt01716k
• Twycross, D.; Davey, C. J.; Cole, M. L.; McKay, A. I. Stereoelectronic Characterization and Catalytic Potential of a 1,3-Bis(2,6-terphenyl)-Substituted N-Heterocyclic Carbene. European Journal of Inorganic Chemistry 2021, 2021, 2133–2140. doi:10.1002/ejic.202100148
• Kaloğlu, M.; Kaloğlu, N.; Özdemir, N.; Özdemir, İ. The first use of [PdBr2(imidazolidin-2-ylidene)(pyridine)] catalysts in the direct C-H bond arylation of C2-substituted furan and thiophene. Research on Chemical Intermediates 2021, 47, 2821–2843. doi:10.1007/s11164-021-04444-4
• Martynova, E. A.; Tzouras, N. V.; Pisanò, G.; Cazin, C. S. J.; Nolan, S. P. The “weak base route” leading to transition metal–N-heterocyclic carbene complexes. Chemical communications (Cambridge, England) 2021, 57, 3836–3856. doi:10.1039/d0cc08149c
• Kaloğlu, M.; Kaloğlu, N.; Özdemir, İ. Palladium-PEPPSI-NHC Complexes Bearing Imidazolidin-2-Ylidene Ligand: Efficient Precatalysts for the Direct C5-Arylation of N-Methylpyrrole-2-Carboxaldehyde. Catalysis Letters 2021, 151, 1–16.
• Kaloğlu, M.; Kaloğlu, N.; Özdemir, İ. Palladium-PEPPSI-NHC Complexes Bearing Imidazolidin-2-Ylidene Ligand: Efficient Precatalysts for the Direct C5-Arylation of N-Methylpyrrole-2-Carboxaldehyde. Catalysis Letters 2021, 151, 3197–3212. doi:10.1007/s10562-021-03561-4
• Chernyshev, V. M.; Denisova, E. A.; Eremin, D. B.; Ananikov, V. P. The key role of R–NHC coupling (R = C, H, heteroatom) and M–NHC bond cleavage in the evolution of M/NHC complexes and formation of catalytically active species. Chemical science 2020, 11, 6957–6977. doi:10.1039/d0sc02629h
• Zhao, Q.; Meng, G.; Nolan, S. P.; Szostak, M. N-Heterocyclic Carbene Complexes in C–H Activation Reactions. Chemical reviews 2020, 120, 1981–2048. doi:10.1021/acs.chemrev.9b00634

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