Tanmay Das, Mrittika Mohar, Arijit Bag
Feb 16, 2021
Citations
0
Influential Citations
0
Citations
Journal
Tetrahedron Letters
Abstract
Abstract Methyl 2′-aminobiphenyl-4-carboxylate, an optical chloride sensor has been synthesized via Suzuki-Miyaura cross-coupling followed by regioselective nitration. In general biphenyl systems are prone to undergo poly nitration whenever they are subjected to nitration via different nitrating agents. But in this present work, a highly selective nitration in the 2′ position of methyl biphenyl-4-carboxylate was achieved using 70% HNO3 and acetic anhydride to derive 3. Upon reduction, 3 produces 4 which shows bright blue emission in different organic solvents. In presence of chloride ion the blue emission of the sensor changes to enhanced bright green emission. The chloride sensing has also been explored using other spectroscopic techniques such as 1H NMR, UV–vis spectroscopy, and theoretical study.