Diphosphonate cavitands as molecular cups for l-lactic acid. Issue 26 (9th March 2016)

• Record Type: Journal Article
• Authors: Barboza, T.; Pinalli, R.; Massera, C.; Dalcanale, E.
• Is Part Of: CrystEngComm. Volume 18:Issue 26(2016)
• Page Start: 4958
• Page End: 4963
• Publication Date: 2016-03-09
• Subjects: Crystals -- Periodicals; Crystal growth -- Periodicals; Crystallography -- Periodicals; Cristaux -- Périodiques; Cristaux -- Croissance -- Périodiques; Cristallographie -- Périodiques; 548
• DOI: 10.1039/c6ce00270f
• Languages: English
• ISSNs: 1466-8033

Abstract

Abstract : Two isomeric diphosphonate cavitands (ABii andACii ) were probed for the molecular recognition ofl -lactic acid in solution via NMR spectroscopy and in the solid state via crystal structure determination. The interactions involved in the recognition event are a combination of hydrogen bonding and CH–π interactions. Abstract : The complexation ofl -lactic acid by two isomeric diphosphonate cavitands was studied, both in solution and in the solid state. 1 H and 31 P NMR experiments and X-ray diffraction analysis on single crystals evidenced the formation of a supramolecular host–guest adduct with both synthetic receptors, driven by a combination of H-bonding and C–H⋯π interactions.