A. D. Naik, M. Dîrtu, Alexandre F. Léonard
Mar 22, 2010
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Influential Citations
48
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Journal
Crystal Growth & Design
Abstract
Glycine ethyl ester was recruited in an amine exchange process based on a transamination to afford ethyl 4H-1,2,4-triazol-4-yl-acetate (L1). The acid hydrolysis of this molecule leads to quantitative isolation of 4H-1,2,4-triazol-4-yl acetic acid (L2). This versatile synthon crystallizes in a noncentrosymmetric orthorhombic space group (Fdd2) with Z = 16. This crystal structure is the first one for a 1,2,4-triazole ligand constructed from an amino acid derivative. The strong intermolecular hydrogen bonding O−H···N (2.570(3) A) connects molecules into infinite one-dimensional chains running parallel to the b axis, and the structure is further extended by numerous but moderate strength hydrogen bonds (C−H···O). Prominent features of L2 are the presence of diverse potential coordinating groups such as carboxylic acid and triazole on the same framework as well as the inherent flexibility of the ligand backbone. Reaction of L1 or L2 with aq. Cu(BF4)2 in aq. DMF gives dark blue crystals which crystallize in a n...