Why Does the 2,2′-Bipyridine-4-methyl-3,3′-Dicarboxylic Acid Not Form MOFs: Synthesis, Crystal Structure and Properties of a New Organic Ligand

Abstract

2,2′-Bipyridine-4-methyl-3,3′-dicarboxylic acid monohydrate (1) is introduced as a new organic ligand. Synthesis, structure and properties (TGA, IR, NMR) are characterized. 1 includes an extensive hydrogen bonding network with formation of various graph-set motifs, such as ${\text{R}}_{2}^{2} \left( { 1 8} \right)$ or ${\text{R}}_{12}^{10} \left( { 40} \right)$. In contrast to the related compounds, 1 does not participate in formation of MOFs. This is rationalized based on DFT calculations showing that the most plausible conformations of 1 do not favour coordination of a metal ion.

Graphical Abstract

2,2′-bipyridine-4-methyl-3,3′-dicarboxylic acid monohydrate is introduced as a new organic ligand and its inability to form MOFs is explained based on DFT calculations.