Synthesis of quinoline derivatives containing pyrazole group and investigation of their crystal structure and spectroscopic properties in relation to acidity and alkalinity of mediums.
Two series of quinoline derivatives containing pyrazole group were synthesized and characterized by means of (1)H NMR, FT-IR, MS, elemental analysis and X-ray single crystal diffraction, and their UV-vis absorption behavior and fluorescence properties were also measured. Moreover, the effects of acetic acid and triethylamine on the spectroscopic properties of synthesized products were examined with compounds 3a and 5a as examples. It has been found that all synthesized quinoline derivatives show maximum absorption peak at 303 nm and emission peaks around 445 nm. Besides, both acetic acid and triethylamine can change the acidity of the medium, thereby influencing the UV-vis absorption spectra and fluorescence spectra of synthesized products. Moreover, theoretical investigations indicate that the integration of H(+) and N atom of quinoline ring favors the formation of a new product in the presence of acetic acid, and the product obtained in this case shows a new UV-vis absorption peak at 400 nm.
Fine Chemistry and Engineering Research Institute, College of Chemistry and Chemical Engineering, Henan University, Kaifeng 475004, People's Republic of China.
Tiegang
T
Ren
Fine Chemistry and Engineering Research Institute, College of Chemistry and Chemical Engineering, Henan University, Kaifeng 475004, People's Republic of China.
Jie
J
Wang
Key Laboratory of Ministry of Education for Special Functional Materials, Henan University, Kaifeng 475004, People's Republic of China. Electronic address: rtg@henu.edu.cn.
Guihui
G
Li
Fine Chemistry and Engineering Research Institute, College of Chemistry and Chemical Engineering, Henan University, Kaifeng 475004, People's Republic of China.
Hongbin
H
Cheng
Fine Chemistry and Engineering Research Institute, College of Chemistry and Chemical Engineering, Henan University, Kaifeng 475004, People's Republic of China.
Yongzhe
Y
Li
D019342:Acetic Acid / Q000737:chemistry; D018360:Crystallography, X-Ray; D005021:Ethylamines / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D015394:Molecular Structure; D011720:Pyrazoles / Q000138:chemical synthesis / Q000737:chemistry*; D011804:Quinolines / Q000138:chemical synthesis* / Q000737:chemistry; D013050:Spectrometry, Fluorescence; D013056:Spectrophotometry, Ultraviolet; D017550:Spectroscopy, Fourier Transform Infrared
D005021:Ethylamines; D011720:Pyrazoles; D011804:Quinolines; C031280:pyrazole; D019342:Acetic Acid; C016162:triethylamine
Acidity and alkalinity of medium; Pyrazole group; Quinoline derivative; Spectroscopic properties; Synthesis; Theoretical investigations