The synthesis and characterization of one symmetrical bis-1-substituted-1H-tetrazole (69%) via a Huisgen-type 1,3-dipolar cycloaddition, as well as, one symmetrical aza-linked bis-5-substituted-1H-tetrazole (57%) via a classic Huisgen 1,3-dipolar cycloaddition followed by a reductive aza-coupling under greener reaction conditions are described. The main reason behind these tetrazole-based ligands is to construct novel Metal-Organic Framework (MOF) architectures to evaluate their CO2 capture properties under relative humidity conditions. It is worthy to note that both herein reported products have not been synthesized nor isolated, anywhere. Besides, the synthesis of new ligands to fabricate novel MOFs with potential application in environmental remediation has become a highly valued field of opportunity for synthetic chemists and materials engineers.

The synthesis and characterization of three new bis 1-substituted 1H-tetrazoles are described. Two products were synthesized in a single step via a direct heterocyclization of primary amines, methyl orthoester (trymethyl orthoformate), and sodium azide in 30% and 91% yields, respectively. Besides, another one was prepared via a three-step synthetic strategy: SNAr (32%), nitro-group reduction (66%), and primary amine heterocyclization (83%), yielding 18%, overall. The aim behind the synthesis of new tetrazole-containing products is to construct novel MOF-like structures to evaluate their gas capture properties (CO2, CO, and SO2) under relative humidity conditions.

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We herein report the synthesis and characterization of six α,β-unsaturated dicarboxylic acid ligands with different phenyl spacers, and two ligands with a biphenyl and anthraquinone spacers. All these dimaleamic acids were synthesized in 16 to 99% yields via a base-catalyzed maleimide ring opening in water (ligand 2), or by a di-N-acylation from the corresponding diamines and maleic anhydride in acetic acid (ligands 4, 6, 8, 10, 12, 14 and 16). These reactions were performed using green solvents, while requiring minimal work up procedures, making them suitable alternatives to access these types of bidentate ligands quickly, which can be used to fabricate new metal-organic frameworks (MOFs).