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Columnar Mesophases and Organogels Formed by H-Bound Dimers Based on 3,6-Terminally Difunctionalized Triphenylenes.
Gels
December 2024
Departamento de Química Inorgánica, Analítica y Química Física, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Buenos Aires C1428EGA, Argentina.
A series of triphenylene (TP) compounds-denoted 3,6-THTP-DiCOH-bearing four hexyloxy ancillary chains and two variable-length alkoxy chains terminally functionalized with hydroxyl groups have been synthesized and characterized. The shorter homologs revealed mesogenic characteristics, giving rise to thermotropic mesophases in which π-stacked columns of H-bound dimers self-organize yielding superstructures. Molecular-scale models are proposed to account for their structural features.
View Article and Find Full Text PDFRapid Iron-Mediated Aqueous-Phase Reactions of Organic Peroxides from Monoterpene-Derived Criegee Intermediates and Implications for Aerosol and Cloud Chemistry.
Environ Sci Technol
January 2025
School of Environmental Science and Engineering, Shanghai Jiao Tong University, Shanghai 200240, China.
Fenton-like reactions between organic peroxides and transition-metal ions in the atmospheric aqueous phase have profound impacts on the chemistry, composition, and health effects of aerosols. However, the kinetics, mechanisms, and key influencing factors of such reactions remain poorly understood. In this study, we synthesized a series of monoterpene-derived α-acyloxyalkyl hydroperoxides (AAHPs), an important class of organic peroxides formed from Criegee intermediates during the ozonolysis of alkenes, and investigated their Fenton-like reactions with iron ions in the aqueous phase.
View Article and Find Full Text PDFCombined coulometric and voltammetric analytical approach provides novel insights into the antioxidant capacity of natural coumarins and furanocoumarins.
Talanta
January 2025
Dipartimento di Chimica e Biologia "A. Zambelli", Università degli Studi di Salerno, Via Giovanni Paolo II 132, 84084, Fisciano, (SA), Italy.
Despite intense investigation on the subject, the information available on the antioxidant capacity of natural coumarins and furanocoumarins is controversial. In the present study the antioxidant capacity of 19 pure naturally occurring compounds, among which 5 coumarins and 14 furanocoumarins is determined, using both the coulometrically determined antioxidant capacity (CDAC) and linear sweep voltammetry (LSV). None of the coumarins and furanocoumarins assayed exhibited appreciable scavenging activity against the DPPH radical.
View Article and Find Full Text PDFA fast and responsive turn-on fluorescent probe based on a quinone conjugated alkoxy derivative for biothiols and a cellular imaging study.
Turk J Chem
November 2024
Division of Organic Chemistry, Department of Chemistry, Faculty of Engineering, İstanbul University-Cerrahpaşa, İstanbul, Turkiye.
The detection of intracellular biothiols (cysteine, N-acetyl cysteine, and glutathione) with high selectivity and sensitivity is important to reveal biological functions. In this study, a 2-(2-methoxy-4-methylphenoxy)-3-chloro-5,8-dihydroxynaphthalene-1,4-dione (DDN-O) compound was newly synthesized and used as a fluorogenic probe (detector molecule) in the fluorometric method for the rapid, highly selective, and sensitive determination of biothiols. The intensity values (λ = 260 nm, λ = 620 nm) of the product were measured by adding biothiols to the reaction medium at varying concentrations and the glutathione equivalent thiol content values of each biothiol were calculated.
View Article and Find Full Text PDFAnion-Responsive π-Conjugated Macrocycles That Form Ordered Structures.
Chem Asian J
January 2025
Department of Applied Chemistry, College of Life Sciences, Ritsumeikan University, Kusatsu, 525-8577, Japan.
In this study, anion-responsive π-conjugated macrocycles were synthesized to demonstrate anion-binding and ion-pairing properties along with the ordered structures. Ion-pairing charge-by-charge assembly of a [1+2]-type complex of a macrocycle as a pseudo π-electronic anion and a countercation was revealed by single-crystal X-ray analysis. Further, two-dimensional (2D) arrays of the macrocycles bearing alkoxy chains, exhibiting anion-driven disordered structures, were constructed on a highly oriented pyrolytic graphite (HOPG) substrate as observed by scanning tunneling microscopy (STM).
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