6533b7d5fe1ef96bd1264faa

RESEARCH PRODUCT

Synthesis of rigid ethynyl-bridged polytopic picolinate ligands for MOF applications

Francisco M. RomeroVerónica Jornet-mollá

subject

Organic ChemistryAryleneSonogashira couplingBiochemistryCombinatorial chemistryCoupling reactionchemistry.chemical_compoundHydrolysischemistryDrug DiscoveryPyridineOrganic chemistryMetal-organic frameworkChelation

description

Abstract Segmented homopolytopic ligands that consist of a rigid central arylene platform, ethynylene spacers, and terminal chelating picolinate subunits have been synthesized in good yields in a two-step procedure involving a Sonogashira-type cross coupling reaction between the ester methyl 5-bromopyridine-2-carboxylate and several arylacetylenes, followed by hydrolysis of the resulting methyl picolinates. A similar strategy has been employed for the preparation of heteroditopic ligands containing picolinate and a second non-chelating pyridine or benzoate unit. The compounds are potential candidates for organic linkers in metal–organic frameworks (MOFs).

https://doi.org/10.1016/j.tetlet.2015.09.090