A 1H, 13C and 15N NMR study in solution and in the solid state of six N-substituted pyrazoles and indazoles.
Three N-substituted pyrazoles and three N-substituted indazoles [1-(4-nitrophenyl)-3,5-dimethylpyrazole (1), 1-(2,4-dinitrophenyl)-3,5-dimethylpyrazole (2), 1-tosyl-pyrazole (3), 1-p-chlorobenzoylindazole (4), 1-tosylinda-zole (5) and 2-(2-hydroxy-2-phenylethyl)-indazole (6)] have been studied by NMR spectroscopy in solution (1H, 13C, 15N) and in the solid state (13C, 15N). The chemical shifts have been compared with GIAO/DFT calculated absolute shieldings. Some discrepancies have been analyzed.
Claramunt
Rosa M
RM
Departamento de Química Orgánica y Bio-Orgánica, Universidad Nacional de Educación a Distancia (UNED), Facultad de Ciencias, Senda del Rey 9, E-28040 Madrid, Spain.
Santa María
M Dolores
MD
Sanz
Dionisia
D
Alkorta
Ibon
I
Elguero
José
J
D002247:Carbon Isotopes / Q000032:analysis; D003903:Deuterium / Q000032:analysis; D007191:Indazoles / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D009587:Nitrogen Isotopes / Q000032:analysis; D011720:Pyrazoles / Q000737:chemistry*; D012996:Solutions / Q000032:analysis
D002247:Carbon Isotopes; D007191:Indazoles; D009587:Nitrogen Isotopes; D011720:Pyrazoles; D012996:Solutions; D003903:Deuterium