Synthesis and structural studies of new asymmetric pyridyl-tetrazole ligands for supramolecular chemistry. Issue 51 (22nd December 2016)

• Record Type: Journal Article
• Authors: Sheridan, Ursula; Gallagher, John F.; McGinley, John
• Is Part Of: Tetrahedron. Volume 72:Issue 51(2016)
• Page Start: 8470
• Page End: 8478
• Publication Date: 2016-12-22
• Subjects: Tetrazole -- Pyridine -- Synthesis -- NMR -- X-ray structures -- Asymmetric ligand; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tet.2016.11.026
• Languages: English
• ISSNs: 0040-4020

Abstract

Abstract: The synthesis of asymmetric diester derivatives of pyridyl-tetrazole ligands was successfully undertaken. Five crystal structures are reported including three asymmetric diesters (one of which is a mixed methyl ethyl ester derivative), a dicarboxylic acid and a monosodium (dicarboxylic acid)(monoacid-carboxylate) dihydrate intermediate. The dicarboxylic acid assembles by an unusual and unexpected route with the primary assembly based on carboxylic…pyridine (COOH⋯N) synthons that form an unusual cyclic hydrogen bonded ring with the R 2 2 (17) motif. Assembly in hydrogen bonding motifs using 'odd' numbers of atoms is the exception rather than the rule. Graphical abstract: The synthesis of asymmetric diester derivatives of pyridyl-tetrazole ligands was successfully undertaken. Five crystal structures are reported including a dicarboxylic acid where the primary assembly, based on carboxylic…pyridine (COOH⋯N) synthons, forms an unusual cyclic hydrogen bonded ring with the R 2 2 (17) motif.