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Perfluoropyridine as an Efficient, Tunable Scaffold for Bis(pyrazol‐1‐yl)pyridine Copper Complexes
Author(s) -
Peloquin Andrew J.,
Houck Matthew B.,
McMillen Colin D.,
Iacono Scott T.,
Pennington William T.
Publication year - 2020
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.202000150
Subject(s) - chemistry , trifluoromethanesulfonate , pyridine , pyrazole , ligand (biochemistry) , copper , combinatorial chemistry , salt (chemistry) , polymer chemistry , stereochemistry , medicinal chemistry , organic chemistry , catalysis , biochemistry , receptor
This report details the syntheses of five new 2,6‐bis(pyrazol‐1‐yl)pyridine ligands carried out by a unique strategy of utilizing pentafluoropyridine for the pyridine core. Formation of each ligand is accomplished under mild conditions utilizing carbonate bases. Each ligand reacts readily with copper(II) triflate to form the corresponding salt in high yield. Ligands and complexes were characterized by a combination of multi‐nuclear NMR, FTIR, UV/Vis, and single‐crystal X‐ray diffraction. Copper(II) triflate complexes demonstrating additional coordination modes of this multi‐pyrazole ligand system were also obtained. Despite the electron withdrawing nature of fluorine, the coordination parameters of the new complexes are comparable to previous pyrazole‐based complexes. This synthetic methodology provides efficient entry to a previously difficult to access ligand system.