Molecular Assembly and Gelating Behavior of Didodecanoylamides of α,ω-Alkylidenediamines

Salts of 4-Substituted Dipicolinic Acid Derivatives − Very Low Molecular Mass Gelators of Aqueous DMSO

“…The special behaviour of the dipicolinic acid derivatives is believed to arise from the known ability of the deprotonated species to form a chelate in which the monocharged sodium cation is surrounded by the nitrogen and two oxygen atoms, as seen from the crystallographic data obtained by Gourdon on dipicH2. [8] Furthermore, these literature results underline the role of the sodium monocarboxylate salt of compound 1 as a key species in the self-assembly process, along with the participation of both nondeprotonated diacid species and water molecules, to form mixed supramolecular structures. Despite the basic conditions used in this study (at least two molar equivalent of NaOH), total deprotonation of the diacid derivatives may not be effective within the fibre-like assemblies; reprotonation reactions during fibre formation have already been observed for a related compound.…”

“…The most reliable approach so far is based on the covalent grafting of long aliphatic side-chain substituents to functional motifs prone to propagate one-directional Hbond interactions. [8] Elongated molecules containing urea [9] or amide groups [10] are among the archetypal examples of gelators obtained in this way. Long-chain moieties are believed to fine-tune solvophobic interactions and to frustrate three-dimensional crystal growth.…”

Synthesis, Self‐Assembling Properties, and Atom Transfer Radical Polymerization of an Alkylated L‐Phenylalanine‐Derived Monomeric Organogel from Silica: A New Approach To Prepare Packing Materials for High‐Performance Liquid Chromatography

“…Extensive precedent indicates that secondary amide groups (NH) engaged in the standard amide-amide hydrogen bonds (C=O···HÀN) display stretching bands in the range 3370-3250 cm À1 , while stretching bands in the range 3500-3400 cm À1 are attributed to "free" secondary amide groups that are not involved in hydrogen bonding. [18] The FTIR spectrum of compound 4 in CHCl 3 , in which no self-assembly occurs, showed an absorption band at 3434 cm À1 attributed to free N À H groups [19] ( Figure S3 Figure S5, Supporting Information). Such a frequency shift to lower wavenumbers is induced by the restricted mobility of the alkyl chains in 4, thus indicating that van der Waals interactions among the alkyl chains also plays an important role in the self-assembly of 4 molecules.…”

Surface‐initiated living radical polymerization of self‐assembling L‐phenylalanine‐derived monomer from silica for RP‐HPLC application

“…The FTIR spectra of Compound 4 in CHCl 3 , in which no self-assembly occurs showed absorption bands at 3434 cm À1 attributed to free NAH groups. 32 On the other hand, the FTIR spectra of 4 in the chexane gel showed absorption bands at 3302 cm À1 as well as 1658 and 1631 cm À1 arising from the intermolecular hydrogen-bonded amide moieties. The FTIR measurements also provide information on the alkyl groups, for example, the absorption bands of the antisymmetric (m as ) and symmetric (m s ) CH 2 stretching vibrations of 4 appeared at 2927 cm À1 (m as , HACAH) and 2855 cm À1 (m s , HACAH) in CHCl 3 , whereas in the benzene gel, they shifted to 2919 and 2850 cm…”