Abstract
A new bridged bipyridine ligand, 4-pyridinecarboxylic acid diethylene glycol diester (pcadgd) (1), was synthesized in 86% yield via a “one pot” reaction of 4-pyridinecarboxylic acid with SOCl2 followed by treatment of the intermediate 4-pyridinecarboxylic acid chloride with diethylene glycol in the presence of Et3N in CH2Cl2. Interestingly, the self-assembly reaction of this ligand with copper(I) bromide in a mixed solvent Me2CO/MeCN resulted in formation of a novel bicyclic dimer [CuBr(pcadgd)]2 (2) in 83% yield. While ligand (1) was characterized by elemental analysis, i.r., and 1H-n.m.r. spectroscopy, dimer (2) was characterized by elemental analysis, thermogravimetric analysis, i.r., 1H n.m.r., and e.s.r. spectroscopy. The X-ray diffraction analysis revealed that (2) is indeed a bicyclic dimer, in which two 19-membered rings share a Cu—Cu metal–metal bond and each of the two Cu atoms posesses a planar trigonal geometry. In addition, the two bromide(-I) ligands are terminal and the two pcadgd ligands are coordinated to the two Cu atoms through their N atoms.
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Song, Lc., Zhang, Wx., Hu, Qm. et al. Synthesis and characterization of a novel bicyclic dimer [CuBr(pcadgd)]2 formed via self-assembly of 4-pyridinecarboxylic acid diethylene glycol diester (pcadgd) with copper(I) bromide. Transition Metal Chemistry 29, 603–606 (2004). https://doi.org/10.1007/s11243-004-1209-1
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DOI: https://doi.org/10.1007/s11243-004-1209-1