Journal article
Sulfonyl-stabilized 4-alkylidene dihydropyridines as C-donor ligands in organotransition metal catalysis: Synthesis of palladium complexes
Tetrahedron, Vol.175, 134540
04/2025
DOI: 10.1016/j.tet.2025.134540
Abstract
Three palladium(II) complexes supported by new neutral η1-C-donor ligands derived from alkylidene dihydropyridine derivatives are reported. The ligand frameworks are easily constructed from simple 4-alkylpyridines. The ligands feature peripheral aryl sulfonyl groups that increase acidity of picolyl C–H bonds, facilitate subsequent generation of relatively stable alkylidene dihydropyridines, and provide sites for attachment of additional metal ligating groups. Sulfonyl-stabilized alkylidene dihydropyridines readily coordinate PdCl2 through the picolyl carbon in monodentate fashion or as C,N-chelating ligands when 2-pyridylsulfonyl groups are present. All complexes are air-stable and X-ray crystal structures of two complexes are reported. One Pd(II) complex was screened for catalytic activity and found to be moderately effective in mediating Suzuki cross-coupling reactions.
Details
- Title: Subtitle
- Sulfonyl-stabilized 4-alkylidene dihydropyridines as C-donor ligands in organotransition metal catalysis: Synthesis of palladium complexes
- Creators
- Anushree PoddarF. Christopher Pigge
- Resource Type
- Journal article
- Publication Details
- Tetrahedron, Vol.175, 134540
- DOI
- 10.1016/j.tet.2025.134540
- ISSN
- 0040-4020
- eISSN
- 1464-5416
- Publisher
- PERGAMON-ELSEVIER SCIENCE LTD
- Grant note
- U.S. National Science Foundation: CHE-2349335
We thank the U.S. National Science Foundation for financial support (CHE-2349335) . We thank Dr. Daniel Unruh (University of Iowa MAT-Fab Facility) for assistance with X-ray crystallography and Vic Parcell (University of Iowa High-Resolution Mass Spectrometry Facility) for assistance with HRMS.
- Language
- English
- Date published
- 04/2025
- Academic Unit
- Radiology; Chemistry
- Record Identifier
- 9984792372002771
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