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Relevant academic research and scientific papers

Supramolecular interaction-induced self-assembly of organic molecules into ultra-long tubular crystals with wave guiding and amplified spontaneous emission

Ultra-long tubular crystals (length up to 10 mm and diameter of 70 μm) of a small organic functional molecule, 1,4-bis(2-cyano-2-phenylethenyl)benzene (BCPEB), are successfully prepared through a physical vapor transport (PVT) method. On the basis of crys

Exploring the minimal structure of a wholly aromatic organogelator: Simply adding two β-cyano groups to distyrylbenzene

The minimal structure of a wholly π-conjugated aromatic organogelator was explored in this work to show that distyrylbenzene with simple β-cyano substitution (β-DCS) is highly efficient for gelation which is attributed to the cooperative interplay of π-π

A simple route to unsymmetric cyano-substituted Oligo(p-phenylene-vinylene)s

We report here a synthetic route to unsymmetric cyano-substituted oligo(p-phenylene-vinylene)s (COPVs), which have not been reported so far. These molecules were synthesised in high yield through a simple pathway of step-wise Knoevenagel condensation. The

Facile photochemical synthesis of 5,10-disubstituted [5]helicenes by removing molecular orbital degeneracy

Photocyclodehydrogenation is a key reaction to synthesize helicenes; however, because of overannulation, it is not applicable to the synthesis of [5]helicene. Introduction of a cyano group was found to remove the orbital degeneracy of the low-lying unoccupied MOs; consequently, the lowest excitation comprises a single transition involving the C2-antisymmetric MO. Therefore, the problematic overannulation can be effectively suppressed. Moreover, in combination with the Knoevenagel reaction, a one-pot synthesis of 5,10-dicyano[5]helicene with 67% yield was accomplished.

Spectroscopic characterization of halogen- and cyano-substituted pyridinevinylenes synthesized without catalyst or solvent

An efficient Knoevenagel route using green chemistry conditions was applied for the synthesis of halogen- and cyano- substituted pyridinevinylene compounds. Absorption and fluorescence emission spectra of these conjugated compounds were recorded and compared in order to evaluate the effect of substituents on the electronic properties of pyridinevinylene compounds. The substituents studied were terminal Cl and F, two or three aromatic rings, as well as a cyano group attached to a C=C double bond. The compounds synthesized are: (E)-2-(4-fluorostyryl)pyridine, (E)-2-(4-chlorostyryl)pyridine, (E)-4-(4-chlorostyryl)pyridine, 2,3-diphenylacrylonitrile, 3-phenyl-2-(pyridin-2-yl)acrylonitrile, 3-phenyl-2-(pyridin-3-yl)acrylonitrile, 2-phenyl-3-(pyridin-2-yl)acrylonitrile, 3,3′-(1,4-phenylene)bis(2-phenylacrylonitrile), 3,3′-(1,4-phenylene)bis(2-(pyridin-2-yl)acrylonitrile), and 3,3′-(1,4-phenylene)bis(2-(pyridin-3-yl)acrylonitrile). The solvent-free method used in this work allows obtaining each compound by controlling the reaction temperature. The compounds were characterized by infrared spectroscopy and 1H-NMR spectroscopy.