Clean and efficient synthesis of azo dyes using polymer-supported reagents

Abstract

The recent technological advancements in polymer-supported reactions have led to the propagation of combinatorial chemistry as a method for the rapid and efficient preparation of novel functionalised molecules. An interesting and fast growing branch of this area is polymer-supported reagents. Here we describe the principles of generating diazonium salts and their coupling using polymer-supported reagents and sequestrating agents, to form azo dyes in a clean manner.

Flow synthesis of a versatile fructosamine mimic and quenching studies of a fructose transport probe

“…While the use of supported reagents in flow is now well-established, the use of supported nitrite has not been widely adopted [20]. Amberlite IRA-900 was exchanged by eluting the chloride ion from the resin using a 1 M solution of sodium nitrite until no more chloride was observed via an AgNO 3 test.…”

A green alternative to synthetize azo compounds

“…On the basis of the general and continuous interest in the synthesis of azo dyes [26,27], and particularly in the development of synthetic methods for their clean production [28,29], we are currently involved in the study of reaction methodologies to achieve a greener synthetic alternative.…”

Diazotization of anilines and diazo coupling with a coupling component mediated by a polymer‐supported sodium nitrite and a polymeric acid

“…Although polymer‐supported reagents especially anion exchange resins have been widely applied in organic synthesis,21–39 there are only a few reports in the literature for the synthesis of azo compounds based on polymeric acid or polymer‐supported reagents under heterogeneous conditions 40–45…”