A theoretical and experimental study to unequivocal structural assignment of tetrahydroquinoline derivatives

Autor(es)

Sacoman Torquato da Silva, Bruno Henrique ^[1] ; Marana, Naiara Leticia ^[1] ; Mafud, Ana Carolina ^[2] ; da Silva-Filho, Luiz Carlos ^[1]

Afiliação do(s) autor(es)

^[1] POSMAT Sao Paulo State Univ, UNESP, Lab Organ Synth & Catalysis, BR-17033360 Bauru, SP - Brazil

^[2] Univ Sao Paulo, Inst Phys Sao Carlos IFSC, Sao Carlos, SP - Brazil

• Tipo de documento: Artigo Científico
• Fonte: STRUCTURAL CHEMISTRY; v. 25, n. 1, p. 327-337, FEB 2014.
• Citações Web of Science: 5

Resumo

The tetrahydroquinoline derivatives can be easily synthesized through Povarov reaction and have several important biological activities. This work describes a comparative study for the unequivocal assignment of molecular structure of different tetrahydroquinoline derivatives, through a complete analysis of NMR 1D and 2D NMR spectra (H-1, C-13, COSY, HSQC, and HMBC), and the correlation this data with theoretical calculations of energy-minimization and chemical shift (delta), employing the theory level of DFT/B3LYP with set of the cc-pVDZ basis. For these derivatives the experimental analyses and the theoretical model adopted were sufficient to obtain a good description of its structures, and these results can be used to assign the structure of various others tetrahydroquinoline derivatives. (AU)

• Processo FAPESP: 10/18022-2 - Estudos sobre o uso de compostos de nióbio em reações multicomponentes
• Beneficiário: Luiz Carlos da Silva Filho
• Linha de fomento: Auxílio à Pesquisa - Regular
• Processo FAPESP: 11/04006-8 - Preparação e caracterização estrutural de complexos quirais de nióbio, utilizando alcoóis terpênicos quirais como ligantes
• Beneficiário: Naiara Letícia Marana
• Linha de fomento: Bolsas no Brasil - Mestrado
• Processo FAPESP: 11/15186-7 - Síntese de derivados de tetra-hidroquinolinas pela reação multicomponente de Povarov catalisada por pentaetóxido de Nióbio e seus derivados quirais
• Beneficiário: Bruno Henrique Sacoman Torquato da Silva
• Linha de fomento: Bolsas no Brasil - Mestrado