Producción Científica Profesorado

One pot synthesis, X-ray crystal structure of 2-(2?-hydroxyphenyl)oxazolo[4,5-b]pyridine derivatives and studies of their optical properties



Mendoza Huizar, Luis Humberto

2018

Briseño-Ortega, H., Juárez-Guerra, L., Rojas-Lima, S., Mendoza-Huizar, L.H., Vázquez-García, R.A., Farfán, N., Arcos-Ramos, R., Santillan, R., López-Ruiz, H., Journal of Molecular Structure, (2018), 1157, 119-126. DOI: 10.1016/j.molstruc.2017.12.059


Abstract


A series of five 2-(2-hydroxyphenyl)oxazolo [4,5-b]pyridines (HPOP) (3a-e), where four are novel, were synthesized by a mild, one pot, phenylboronic acid-NaCN catalyzed reaction. Spectroscopic characterization and photophysical properties of these compounds are reported. Absorption and excitation spectra of the compounds were dependent on the substituents in the phenyl ring. Fluorescence quantum yields (0.009?0.538) were associated with the donor strength and the position of the substituents. Also, DFT analysis allowed us to determine the contribution of diethylamino and methoxy moieties to the ?-system, which is in agreement with the experimental data analyzed in solution and by cyclic voltammetry. The results obtained in the solid state by single-crystal X-ray diffraction experiments indicate that, the quasi-planarity envisioned for the explored compounds is present, supporting the hypothesis that both the H-bonding of a hydroxyl group to the CN moiety and a donor groups such as diethylamino and methoxy moieties favor an electronic communication. Due to the facile synthesis and their photophysical properties, the novel HPOP 3a-e have potential application as organic semiconductors.



Producto de Investigación




Artículos relacionados

Copper Electrodeposition On Glassy Carbon And Highly Oriented Pyrolytic Graphite Substrates From Per...

A theoretical quantum study on the distribution of electrophilic and nucleophilic active sites on Ag...

Predicting the Phase Diagram of a Liquid Crystal Using the Convex Peg Model and the Semiempirical PM...

Hydrogen bond studies in substituted N-(2-hydroxyphenyl)--2-[(4-methylbenzenesulfonyl)amino]acetamid...

Análisis del Comportamiento Presión-Temperatura en la Transición Isotrópico-Nemático del p-Azoxianis...

Influence of the Cation Nature of the Sulphate Salt on the Electrochemical Synthesis of Sulfate-Dope...

Synthesis and crystal structures of cis-palladium(II) and cis-platinum(II) complexes containing di...

Influence of the Crystallinity of the Substrate on Kinetic Parameters of Zinc Electrodeposition Proc...

Synthesis of Zn compounds derived from 1H-benzimidazol-2-ylmethanamine

Cobalt Electrodeposition Process from Electrolytic Baths based on CoSO4 and (NH4)2SO4. Influence of ...