Synthesis and catalytic performance of 2-ferrocenylpyridine palladacycle complexes. Issue 16 (18th August 2019)

• Record Type: Journal Article
• Authors: Yan, Ligang; Han, Limin; Xie, Ruijun
• Is Part Of: Journal of coordination chemistry. Volume 72:Issue 16(2019)
• Page Start: 2705
• Page End: 2721
• Publication Date: 2019-08-18
• Subjects: Ferrocenyl -- palladacycles -- catalytic performance -- Suzuki–Miyaura reaction -- ancillary ligand; Coordination compounds -- Periodicals; 541.2242
• DOI: 10.1080/00958972.2019.1662898
• Languages: English
• ISSNs: 0095-8972

Abstract

Abstract: Seven 2-ferrocenylpyridine palladacycle complexes, [PdCl{2-[(η 5 -C5 H5 )]Fe[(η 5 -C5 H3 )]-Py}(PPh3 )] (1 ), PdCl{2-[(η 5 -C5 H5 )]Fe[(η 5 -C5 H3 )]- Py}(Py)] (2 ), [PdCl{2-[(η 5 -C5 H5 )]Fe[(η 5 -C5 H3 )]-Py}(4-FcPy)] (3 ), [PdCl{2-[(η 5 -C5 H5 )]Fe[(η 5 -C5 H3 )]-Py}(4-PhPy)] (4 ), [PdCl{2-[(η 5 -C5 H5 )]-Fe[(η 5 -C5 H3 )]-Py}(4- t BuPy] (5 ), [PdCl{2-[(η 5 -C5 H5 )]Fe[(η 5 -C5 H3 )]-Py}(4-MePy)] (6 ), and [PdCl{2-[(η 5 -C5 H5 )]Fe[(η 5 -C5 H3 )]-Py}(4-MeOPy)] (7 ), were synthesized by using dichlorobis-(2-ferrocenylpyridine)palladium dimer as a precursor and pyridine derivatives as ancillary ligands, and characterized by elemental analysis, FT-IR, and NMR. The molecular structures of 1 –5 were determined by single crystal X-ray diffraction; the square-planar palladium centers were slightly influenced by the ancillary ligand. The 13 C NMR of ferrocenyl carbon (Pd-C) shifted from 97.72 to 98.39 ppm which was used as an indicator of different electron-donating ability of ancillary ligands. The catalytic performance of seven complexes for the Suzuki–Miyaura reaction of 4-iodotoluene and phenylboronic acid were evaluated under inert conditions and in air. The yields of 4-methylbiphenyl are 68–95%. Effects of ancillary ligands were explored in the catalytic mechanism. Graphical Abstract: