Synthesis of Green/Blue Light Emitting Quinolines by Aza-D-A Reaction Using InCl3 Catalyst

• Published in: Journal of fluorescence Vol. 31; no. 1; pp. 247 - 257
• Main Authors: Singh, Rajkumar Romeshkumar, Singh, Thokchom Prasanta, Singh, Ningthoujam Premananda, Naorem, Shanta Singh, Singh, Okram Mukherjee
• Format: Journal Article
• Language: English
• Published: New York Springer US 01.01.2021; Springer Nature B.V
• Subjects: Aldehydes; Alkynes; Amines; Analytical Chemistry; Aromatic compounds; Biochemistry; Biological and Medical Physics; Biomedical and Life Sciences; Biomedicine; Biophysics; Biotechnology; Fluorescence; Organic compounds; Original; Original Article; Photoluminescence; Quinoline; 2-Ethynylaniline; Quinolines; Povarov reaction; Life time; Photophysical properties
• ISSN: 1053-0509; 1573-4994; 1573-4994
• DOI: 10.1007/s10895-020-02647-3

An efficient InCl 3 -catalyzed sequential reaction of aromatic amines, aromatic aldehydes and functionalized alkynes leading to the formation of new quinoline derivatives exhibiting significant fluorescence activities is described. The photophysical investigations of quinolines were carried out by absorption and photoluminescence measurements. One particular compound 4  h having maximum intensity, emitting green colour (Φ = 0.78) with average life time of 6.20 ns was the best amongst the tested compounds . The presence of the amino group at the 4-aryl substituent of the quinoline backbone played an important role in executing the Povarov cyclization successfully and enhancing the flourescence properties of the newly synthesized quinolines.