doi:10.3762/bjoc.14.180engAlegre-Requena, J.V.Haring, M.Sonsona, I.G.Abramov, A.Marques-Lopez, E.Pérez Herrera, R.Diaz Diaz, D.Synthesis and supramolecular self-assembly of glutamic acid-based squaramidesART-2018-107354We describe the preparation and characterization of two new unsymmetrical squaramide-based organogelators. The synthesis of the compounds was carried out by subsequent amine condensations starting from dimethyl squarate. The design of the gelators involved a squaramide core connected on one side to a long aliphatic chain and on the other side to a glutamic acid residue. The gelator bearing the free carboxylic groups showed a lower gelation capacity than its precursor diester derivative. Some selected gels were further studied by infrared spectroscopy, rheology and electron microscopy. Critical gelation concentrations and gel-to-sol transition temperatures were also determined for each case. In addition, the superior squaramide diester gelator was compared with an analogue triazole-based gelator in terms of critical gelation concentration, gelation kinetics and thermal phase transition.2018http://zaguan.unizar.es/record/7503210.3762/bjoc.14.180http://zaguan.unizar.es/record/75032oai:zaguan.unizar.es:75032info:eu-repo/grantAgreement/ES/DGA/E07-17Rinfo:eu-repo/grantAgreement/ES/MINECO/CTQ2017-88091-PBEILSTEIN JOURNAL OF ORGANIC CHEMISTRY 14 (2018), 2065-2073byhttp://creativecommons.org/licenses/by/3.0/es/info:eu-repo/semantics/openAccess