Squaraines and croconaines are organic dyes characterized by intense absorption in the visible or near-infrared spectral regions with applications ranging from biology to material sciences. They are commonly synthesized by condensation reactions of oxocarbonic acids (squaric or croconic acid, respectively) with electron-rich aromatic compounds in high-boiling organic solvents. Here, a simple, cost-effective, and environmentally benign process was developed for the synthesis of indolenine-based squaraines and croconaines under solvent-free conditions. Protocols based on conventional thermal heating, mechanochemical milling, and IR-light activation were compared.
Solvent-free Reactions for the Synthesis of Indolenine-based Squaraines and Croconaines: Comparison of Thermal Heating, Mechanochemical Milling, and IR Irradiation
Zappimbulso N.;Capozzi M. A. M.;Farinola G. M.
;Punzi A.
2021-01-01
Abstract
Squaraines and croconaines are organic dyes characterized by intense absorption in the visible or near-infrared spectral regions with applications ranging from biology to material sciences. They are commonly synthesized by condensation reactions of oxocarbonic acids (squaric or croconic acid, respectively) with electron-rich aromatic compounds in high-boiling organic solvents. Here, a simple, cost-effective, and environmentally benign process was developed for the synthesis of indolenine-based squaraines and croconaines under solvent-free conditions. Protocols based on conventional thermal heating, mechanochemical milling, and IR-light activation were compared.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.