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Three novel potential metal ion chelating units have been synthesized and characterized: 5-hexylcarbamoyl-3,4-dihydroxythiophene-2-carboxylic acid methyl ester (5), 3-benzyloxy-4-hydroxythiophene-2,5-dicarboxylic acid bis-hexylamide (6), and 3,4-dihydroxythiophene-2,5-dicarboxylic acid bis-hexylamide (7). The crystal structure of 6 was obtained and suggests the presence of three distinct intramolecular hydrogen bonds, namely and . Boron chelation with 5, 6 and 7 through the use of was probed by , , and NMR spectroscopy. Technetium (I) chelation with 5, 6 and 7 was also studied via HPLC elutions using .䢑⨀਀䢑⨀墑⨀؀က墑⨀?塢Ѐက肑⨀肑⨀

Mixed Intramolecular Hydrogen Bonding in Dihydroxythiophene-based Units and Boron and Technetium Chelation