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An Easy One‐Pot Synthesis of Diverse 2,5‐Di(2‐pyridyl)pyrroles: A Versatile Entry Point to Metal Complexes of Functionalised,Meridial and Tridentate 2,5‐Di(2‐pyridyl)pyrrolato Ligands
Authors:Alex McSkimming  Dr. Mohan M. Bhadbhade  Dr. Martin P. Bucknall  Hon. Assoc. Prof. Roger W. Read  Assoc. Prof. Stephen B. Colbran
Affiliation:1. School of Chemistry, The University of New South Wales, Sydney, NSW 2052 (Australia);2. Mark Wainwright Analytical Centre, The University of New South Wales, Sydney, NSW 2052 (Australia)
Abstract:
A wide variety of 2,5‐di(2‐pyridyl)pyrroles (dppHs) substituted at the C3 and C4 positions of the pyrrole core were obtained by direct condensation of a 2‐pyridylcarboxaldehyde (2 equiv), an α‐methylene ketone with at least one electron‐withdrawing substituent and ammonium acetate. A novel 2,5‐di(1,10‐phenanthrolin‐2‐yl)pyrrole was also characterised. The dppHs provide a direct, quick entry to dipyridylpyrrolato (dpp?)–metal complexes. The meridial tridentate dpp? ligand is a useful anionic analogue of the terpyridyl ligand. The first (dpp)Ru complexes are described; the 3,4‐substitution of the central pyrrole significantly perturbs the potentials of the redox processes of these complexes. A [(dpp)Ru(bpy)(MeCN)]+ (bpy=2,2′‐bipyridine) complex is an electrocatalyst for the reductive disproportionation of carbon dioxide to carbon monoxide and the carbonate ion.
Keywords:N ligands  reduction  synthetic methods  transition metals  tridentate ligands
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