Chiral rings from BINOL dicarboxylic acids and alkane ditin(IV) linkers

Abstract

The first series of building blocks for metal-organic frameworks (MOFs) utilizing the (S)-2,2′-diethoxy-1,1′-binaphthyl-6,6′-dicarboxylic acid ligand linked with a number of α,ω-bis(chlorodiorganostannyl) alkane spacers and α,ω-bis(dichloroorganostannyl) alkane spacers has been synthesized and characterized. The new compounds have been shown to form monomeric chiral rings with the potential to generate large coordination networks. The potential formation of chiral supramolecular and polymeric materials from the chiral precursors was explored by investigating the structures that form as a result of the hypervalency available at metal centers. These chiral compounds were built using the concept that stemmed from the construction of MOFs. The ‘pre-organized’ chiral rings synthesized here can potentially find use in chiral catalysis, enantioselective synthesis and in designing chiral polymers.