
A simple synthetic route to well-defined [Pd(NHC)Cl(1-tBu-indenyl)] pre-catalysts for cross-coupling reactions
- Author
- Yaxu Liu, Thomas Scattolin (UGent) , Alberto Gobbo, Marek Beliš (UGent) , Kristof Van Hecke (UGent) , Steven Nolan (UGent) and Catherine Cazin (UGent)
- Organization
- Project
- Abstract
- The development of robust, more efficient, general, easily accessible Pd(II)-NHC pre-catalysts remains a key issue in cross-coupling applications. A selection of well-defined, air and moisture stable [Pd(NHC)Cl(1-Bu-t-indenyl)] (NHC=IPr, IPrCl, IMes, SIMes, IPr*) pre-catalysts have been synthesized in good to excellent yields by reacting [Pd(1-Bu-t-indenyl)(mu-Cl)](2) and various NHC.HCl precursors in the presence of the weak base K2CO3 in green acetone. The synthesized Pd(II)-NHC derivatives displayed excellent catalytic activity in classical Suzuki-Miyaura and Buchwald-Hartwig reactions, especially when IPrCl is employed as ancillary ligand. Additionally, in the challenging Suzuki-Miyaura reaction between esters and arylboronic acids, the [Pd(IPr*)Cl(1-Bu-t-indenyl)] complex exhibited the optimum catalytic activity under very mild reaction conditions.
- Keywords
- Buchwald-Hartwig amination, N-heterocyclic carbene ligands, Palladium indenyl complexes, Suzuki-Miyaura cross-coupling, Weak base route, SUZUKI-MIYAURA REACTION, HETEROCYCLIC CARBENE COMPLEXES, (NHC)PD(ALLYL)CL NHC, GENERAL-METHOD, PD-PEPPSIC-N, PRECATALYST, LIGANDS, PD(I), REACTIVITY
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Citation
Please use this url to cite or link to this publication: http://hdl.handle.net/1854/LU-8736533
- MLA
- Liu, Yaxu, et al. “A Simple Synthetic Route to Well-Defined [Pd(NHC)Cl(1-TBu-Indenyl)] Pre-Catalysts for Cross-Coupling Reactions.” EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, vol. 2022, no. 1, 2022, doi:10.1002/ejic.202100840.
- APA
- Liu, Y., Scattolin, T., Gobbo, A., Beliš, M., Van Hecke, K., Nolan, S., & Cazin, C. (2022). A simple synthetic route to well-defined [Pd(NHC)Cl(1-tBu-indenyl)] pre-catalysts for cross-coupling reactions. EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2022(1). https://doi.org/10.1002/ejic.202100840
- Chicago author-date
- Liu, Yaxu, Thomas Scattolin, Alberto Gobbo, Marek Beliš, Kristof Van Hecke, Steven Nolan, and Catherine Cazin. 2022. “A Simple Synthetic Route to Well-Defined [Pd(NHC)Cl(1-TBu-Indenyl)] Pre-Catalysts for Cross-Coupling Reactions.” EUROPEAN JOURNAL OF INORGANIC CHEMISTRY 2022 (1). https://doi.org/10.1002/ejic.202100840.
- Chicago author-date (all authors)
- Liu, Yaxu, Thomas Scattolin, Alberto Gobbo, Marek Beliš, Kristof Van Hecke, Steven Nolan, and Catherine Cazin. 2022. “A Simple Synthetic Route to Well-Defined [Pd(NHC)Cl(1-TBu-Indenyl)] Pre-Catalysts for Cross-Coupling Reactions.” EUROPEAN JOURNAL OF INORGANIC CHEMISTRY 2022 (1). doi:10.1002/ejic.202100840.
- Vancouver
- 1.Liu Y, Scattolin T, Gobbo A, Beliš M, Van Hecke K, Nolan S, et al. A simple synthetic route to well-defined [Pd(NHC)Cl(1-tBu-indenyl)] pre-catalysts for cross-coupling reactions. EUROPEAN JOURNAL OF INORGANIC CHEMISTRY. 2022;2022(1).
- IEEE
- [1]Y. Liu et al., “A simple synthetic route to well-defined [Pd(NHC)Cl(1-tBu-indenyl)] pre-catalysts for cross-coupling reactions,” EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, vol. 2022, no. 1, 2022.
@article{8736533, abstract = {{The development of robust, more efficient, general, easily accessible Pd(II)-NHC pre-catalysts remains a key issue in cross-coupling applications. A selection of well-defined, air and moisture stable [Pd(NHC)Cl(1-Bu-t-indenyl)] (NHC=IPr, IPrCl, IMes, SIMes, IPr*) pre-catalysts have been synthesized in good to excellent yields by reacting [Pd(1-Bu-t-indenyl)(mu-Cl)](2) and various NHC.HCl precursors in the presence of the weak base K2CO3 in green acetone. The synthesized Pd(II)-NHC derivatives displayed excellent catalytic activity in classical Suzuki-Miyaura and Buchwald-Hartwig reactions, especially when IPrCl is employed as ancillary ligand. Additionally, in the challenging Suzuki-Miyaura reaction between esters and arylboronic acids, the [Pd(IPr*)Cl(1-Bu-t-indenyl)] complex exhibited the optimum catalytic activity under very mild reaction conditions.}}, articleno = {{e202100840}}, author = {{Liu, Yaxu and Scattolin, Thomas and Gobbo, Alberto and Beliš, Marek and Van Hecke, Kristof and Nolan, Steven and Cazin, Catherine}}, issn = {{1434-1948}}, journal = {{EUROPEAN JOURNAL OF INORGANIC CHEMISTRY}}, keywords = {{Buchwald-Hartwig amination,N-heterocyclic carbene ligands,Palladium indenyl complexes,Suzuki-Miyaura cross-coupling,Weak base route,SUZUKI-MIYAURA REACTION,HETEROCYCLIC CARBENE COMPLEXES,(NHC)PD(ALLYL)CL NHC,GENERAL-METHOD,PD-PEPPSIC-N,PRECATALYST,LIGANDS,PD(I),REACTIVITY}}, language = {{eng}}, number = {{1}}, pages = {{8}}, title = {{A simple synthetic route to well-defined [Pd(NHC)Cl(1-tBu-indenyl)] pre-catalysts for cross-coupling reactions}}, url = {{http://doi.org/10.1002/ejic.202100840}}, volume = {{2022}}, year = {{2022}}, }
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