Synthesis and characterization of bola-shaped diester-dicarboxylic compounds

A series of new class of bola-shaped diester-dicarboxylic compounds were synthesized and characterized. Desymmetrization of various anhydrides such as phthalic, succinic andmaleic anhydrides using varieties of dihydroxy compounds such as 1,4-butane diol, 1,4-butyne diol, 1,6-hexane diol and 1,4-cyclohexanedimethanolwere shown to provide a series of diester-dicarboxylic compounds with good yield. Length and flexibility of the spacer and head groups of these diester-dicarboxylic acid are varied by appropriately adapting suitable diol spacer possessing four carbon flexible alkyl group in “a” and unsaturated rigid alkenyl chain with four carbon spacer in “b” while the same is expanded to six carbon in “c” and “d”. Similarly the head groups of these bola shaped compounds were altered using phthalic, succinic and maleic anhydrides (aromatic, saturated and unsaturated). All these compounds were characterized using elemental analysis, and various spectroscopic techniques such as Nuclear Magnetic Resonance, Infrared Spectroscopy and ESI-Mass Spectroscopy.