Synthesis, crystal structure, photophysical properties and theoretical studies of a novel bis(phenylisoxazolyl) benzene derivative

Autor(es)

de Brito, A. C. F. ^[1] ; Correa, R. S. ^[2] ; Pinto, A. A. ^[1] ; Matos, M. J. S. ^[1] ; Tenorio, J. C. ^[3] ; Taylor, J. G. ^[2] ; Cazati, T. ^[1]

Afiliação do(s) autor(es)

^[1] Univ Fed Ouro Preto, ICEB, Phys Dept, Campus Univ Morro Cruzeiro, BR-35400000 Ouro Preto, MG - Brazil

^[2] Univ Fed Ouro Preto, ICEB, Chem Dept, Campus Univ Morro Cruzeiro, BR-35400000 Ouro Preto, MG - Brazil

^[3] Univ Sao Paulo, Inst Phys, IFSC, Sao Carlos USP, BR-13560970 Sao Carlos, SP - Brazil

• Tipo de documento: Artigo Científico
• Fonte: Journal of Molecular Structure; v. 1163, p. 197-204, JUL 5 2018.
• Citações Web of Science: 1

Resumo

Isoxazoles have well established biological activities but, have been underexplored as synthetic intermediates for applications in materials science. The aims of this work are to synthesis a novel isoxazole and analyze its structural and photophysical properties for application in electronic organic materials. The novel bis (phenylisoxazolyl) benzene compound was synthesized in four steps and characterized by NMR, high resolution mass spectrometry, differential thermal analysis, infrared spectroscopy, cyclic voltammetry, ultraviolet-visible spectroscopy, fluorescence spectroscopy, DFT and TDDFT calculations. The molecule presented optical absorption in the ultraviolet region (from 290 nm to 330 nm), with maximum absorption length centered at 306 nm. The molar extinction coefficients (epsilon), fluorescence emission spectra and quantum efficiencies in chloroform and dimethylformamide solution were determined. Cyclic voltammetry analysis was carried out for estimating the HOMO energy level and these properties make it desirable material for photovoltaic device applications. Finally, the excited-state properties of present compound were calculated by time-dependent density functional theory (TDDFT). (C) 2018 Elsevier B.V. All rights reserved. (AU)

• Processo FAPESP: 16/08823-4 - Estudos de Densidade Eletrônica de Fármacos Antirretrovirais como uma ferramenta para o Desenho de Novas Fases Sólidas.
• Beneficiário: Juan Carlos Tenorio Clavijo
• Modalidade de apoio: Bolsas no Exterior - Estágio de Pesquisa - Doutorado