Two isomeric naphthalene appended glucono derivatives substituted at the 1 or 2-naphthyl positions (Nap-1 and Nap-2) were designed and their self-assembly behaviors and optical properties were investigated. Nap-1 and Nap-2 were found to self-assemble into nanofibers and nanotwists, respectively. While the molecular chirality of the glucono moiety could not be effectively transferred to the naphthalene moiety in the Nap-1 system, this was achieved in the Nap-2 assembly. Thus, the Nap-2 assembly showed obvious circular dichroism (CD) and circularly polarized luminescence (CPL) signals. From the XRD patterns and IR spectra of the supramolecular assemblies, it was found that Nap-2 packed in a more orderly fashion than Nap-1, leading to a hierarchical assembly forming nanotwist structures. Moreover, a light-harvesting system based on Nap-2 supramolecular gels and dyes was established, in which an efficient energy transfer was demonstrated from Nap-2 to an acceptor Eosin Y. It was further found that both chirality and energy transfer enhanced the dissymmetry factor of Eosin Y CPL emission.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1039/c9sm02542a | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
A study on the thermo-photoisomerization of a liquid crystalline dimer of cyanoazobenzene and naphthalene.
Soft Matter
January 2025
Department of Physics, Central University of Karnataka, Kadaganchi, Kalaburagi, Karnataka-585367, India.
The isomerization kinetics of a liquid crystalline azobenzene dimer, comprising cyanoazobenzene and naphthalene (NAZ6), were investigated at the air-water interface. The Langmuir monolayers of NAZ6 in both its and states were analyzed using surface manometry techniques. The results revealed that NAZ6 molecules in the -state displayed the coexistence of a disordered liquid-expanded phase and an ordered liquid-condensed phase, whereas no such phase transition was observed in the -state.
View Article and Find Full Text PDFAcquiring stereospecific new pseudosugars: Obtaining rac-decahydro-1,4-epoxynaphthalene-2,3,5,6,7,8-hexaols from the Diels-Alder reaction and investigating their biological effects.
Bioorg Chem
January 2025
Sakarya University, Faculty of Arts and Sciences, Chemistry Department, 54050, Sakarya, Turkey. Electronic address:
In this study, Diels-Alder reaction was performed to sulfolene and endo/exo-diacetate compounds. After a series of reactions, new conduritol A and F analogs containing oxo-bridge and naphthalene rings in their structures were synthesized. To the starting compound, bromination, elimination, singlet oxygen reaction, acetylation, selective oxidation with osmium tetroxide (OsO), and m-chloroperbenzoic acid (m-CPBA), re-acetylation, and finally hydrolysis of the compounds by NH(g)/MeOH reactions were carried out.
View Article and Find Full Text PDFSynthesis of Enantiostructured Triacylglycerols Possessing a Saturated Fatty Acid, a Polyunsaturated Fatty Acid and an Active Drug Intended as Novel Prodrugs.
Molecules
December 2024
Science Institute, Chemistry Department, University of Iceland, Dunhaga 3, 107 Reykjavik, Iceland.
This report describes the asymmetric synthesis of a focused library of enantiopure structured triacylglycerols (TAGs) comprised of a single saturated fatty acid (C6, C8, C10, C12, C14 or C16), a pure bioactive n-3 polyunsaturated fatty acid (EPA or DHA) and a potent drug (ibuprofen or naproxen) intended as a novel type of prodrug. One of the terminal -1 or -3 positions of the glycerol backbone is occupied with a saturated fatty, the remaining one with a PUFA, and the drug entity is present in the -2 position. This was accomplished by a six-step chemoenzymatic approach starting from enantiopure ()- and ()-solketals.
View Article and Find Full Text PDFDevelopment of a Detailed Chemical Kinetic Model for 1-Methylnaphthalene.
Molecules
November 2024
School of Automotive and Transportation Engineering, Wuhan University of Science and Technology, Wuhan 430081, China.
1-Methylnaphthalene is a critical component for constructing fuel surrogates of diesel and aviation kerosene. However, the reaction pathways of 1-methylnaphthalene included in existing detailed chemical kinetic models vary from each other, leading to discrepancies in the simulation of ignition and oxidation processes. In the present study, reaction classes and pathways involved in the combustion of 1-methylnaphthalene were analyzed, and effects of rate constants of reactions related to 1-methylnaphthalene and its significant intermediates on ignition delay times and species concentration profiles were discussed, involving hydrogen abstraction and substitution reactions of 1-methylnaphthalene, oxidation, isomerization, and addition reactions of 1-naphthylmethyl, hydrogen abstraction and oxidation reactions of indene, as well as the oxidation of indenyl and naphthalene.
View Article and Find Full Text PDF6-Aryl- and 6,7-diaryl-1,3-dimethyl-1-perimidin-2(3)-ones: synthesis, conformational stability, crystal structure and optical properties.
Org Biomol Chem
January 2025
Department of Chemistry, Southern Federal University, Zorge str. 7, 344090 Rostov-on-Don, Russian Federation.
6-Bromo- and 6,7-dibromo-1,3-dimethyl-1-perimidin-2(3)-ones were arylated with arylboronic acids under Suzuki-Miyaura reaction conditions to afford 6-aryl-, 6-bromo-7-aryl- and 6,7-diaryl-1,3-dimethyl-1-perimidin-2(3)-ones. A comparison of the X-ray structural parameters of -diaryl derivatives of 1,3-dimethyl-1-perimidin-2(3)-one, naphthalene and 1,8-bis(dimethylamino)naphthalene (proton sponge) was performed. Based on the data of dynamic H NMR spectroscopy and quantum-chemical calculations, barriers to /-isomerization of 6,7-diaryl-1,3-dimethyl-1-perimidin-2(3)-ones were estimated.
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!