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Published on: June 10, 2021
Methyl Cinnamate-Derived Fluorescent Rigid Organogels Based on Cooperative π-π Stacking and C═O···π Interactions
Yuan Ma1, Hengchang Ma1, Zenming Yang1
1Key Laboratory of Polymer Materials of Gansu Province, Key Laboratory of Eco-Environment-Related Polymer Materials Ministry of Education, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070, PR China.
Abstract:
A new class of rigid low-molecular-mass organic gelators (LMOGs) was synthesized by McMurry and Heck reactions, and their gels and photophysical properties were investigated. The LMOGs lacked alkyl chain and H-bonding units and produced good gelation ability in selected mixed organic solvents facilitated by cooperative π-π stacking and C═O···π interactions. Sensitive gel-sol transformation by molecular aggregation and disaggregation was easily achieved upon heating and cooling. H-H 2D NOESY and X-ray diffraction (XRD) patterns showed the π-π stacking and C═O···π interactions between tiny methyl acrylate groups as "tails". Importantly, this soft interaction model offers a useful tool for the future design and construction of supramolecular structures. At present, the LMOGs reported herein offer a sensitive gel-formation ability and aggregation-induced emission (AIE) property and thus have promising application potentials as functional soft matter in amorphous materials, photoelectric materials, and so on.
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02:52Stereoisomerism
Isomers are different chemical species that have the same chemical formula.
Transition metal complexes often exist as geometric isomers, in which the same atoms are connected through the same types of bonds but with differences in their orientation in space. Coordination complexes with two different ligands in the cis and trans positions from a ligand of interest form isomers. For example, the octahedral [Co(NH3)4Cl2]+ ion has two isomers (Figure 1) In the cis...