TD-DFT Analysis of the Dissymmetry Factor in Camphor

Autor(es)

Sousa, Iran da L. ^[1] ; Heerdt, Gabriel ^[2] ; Ximenes, Valdecir F. ^[3] ; de Souza, Aguinaldo R. ^[3] ; Morgon, Nelson H. ^[1]

Afiliação do(s) autor(es)

^[1] Univ Estadual Campinas, Inst Quim, BR-13083861 Campinas, SP - Brazil

^[2] Univ Fed Minas Gerais, Dept Quim, BR-31270901 Belo Horizonte, MG - Brazil

^[3] Univ Estadual Paulista, Fac Ciencias, BR-17033360 Bauru, SP - Brazil

• Tipo de documento: Artigo Científico
• Fonte: Journal of the Brazilian Chemical Society; v. 31, n. 3, p. 613-618, MAR 2020.
• Citações Web of Science: 0

Resumo

The fact that the dissymmetry lgeb (g-factor) of camphor is large has been known for decades, and the interpretation of the observed data has also been known for a long time. However, due to the ability of quantum chemical methods to describe chiroptical phenomena more appropriately, additional approaches based on these methods have been successful employed. The g-factor lgebra in S-camphor and L-tryptophan have been investigated by UV-Vis and electronic circular dichroism (ECD) spectroscopies of the n ® p* electronic transition. Time-dependent density functional theory (TD-DFT) calculations at CAM-B3LYP/6-311++G(3df,2p)//B3LYP/6-311++G(2d,p) level of theory including Grimme’s dispersion effects have been performed. The lgebra effect was added using solvation model based on density (SMD) approach in solvation environment. The results permit insights into the ground and excited states electronic properties associated with the g-factor. The theoretical spectra showed good similarity with the experimental ones. The theoretical ECD of camphor was found at 282 nm, whereas the experimental shows its maximum at 290 nm. Regarding the maximum value of the molar absorptivity lgebrante, the theoretical and experimental values were 16.2 and 30.2 M-1 cm-1, respectively. The same concordance was obtained for g-factor, as follows: -0.0445 and -0.0886, for experimental and theoretical results, respectively. (AU)

• Processo FAPESP: 14/50926-0 - INCT 2014: biodiversidade e produtos naturais
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• Beneficiário: Aguinaldo Robinson de Souza
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• Processo FAPESP: 19/12294-5 - Cálculos teóricos de espectros eletrônicos (UV-Vis, fluorescência e dicroísmo circular) de moléculas de interesses farmacológico e aplicado
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