Click To Bind: Metal Sensors

Abstract

The copper-catalyzed azide-alkyne "click" cycloaddition reaction is an efficient coupling reaction that results in the formation of a triazole ring. The wide range of applicable substrates for this reaction allows the construction of a variety of conjugated systems. The additional function of triazoles as metal-ion ligands has led to the click reaction being used for the construction of optical sensors for metal ions. The triazoles are integral binding elements, which are formed in an efficient modular synthesis. Herein, we review recent examples of triazoles as a metal-binding element in conjugated metal-ion sensors.

New triazole appended tert-butyl calix[4]arene conjugates: synthesis, Hg2+ binding studies

“…Our strategy was based on the use of the cone 1,3-dipropargylated tert-butylcalix [4]arene derivative 17 as a clickable compound that should allow capping at its lower rim when reacted with azide and bis-azide reagents.…”

“…We present here the synthesis of new conjugates of tert-butylcalix [4] arenes bearing triazoles at the lower rim. Additionally, we synthesized a new triazole-modified calix [4]crown via click chemistry.…”

“…We present here the synthesis of new conjugates of tert-butylcalix [4] arenes bearing triazoles at the lower rim. Additionally, we synthesized a new triazole-modified calix [4]crown via click chemistry. The selective Hg 2þ binding studies of one of the new triazole appended tert-butyl calix [4]arene conjugates are also presented.…”

“…Additionally, we synthesized a new triazole-modified calix [4]crown via click chemistry. The selective Hg 2þ binding studies of one of the new triazole appended tert-butyl calix [4]arene conjugates are also presented.…”

“…2 Calixarenes, as platforms for receptors of heavy metals, have the advantage of easy availability and high versatility over the other potential candidates. 3 1,2,3-Triazoles can coordinate to various metal ions serving as sensors, 4 producing defined cyclic structures and coordination polymers. 5 When attached to the calixarene scaffold, coordination properties of 1,2,3-triazoles are modulated, mainly in terms of selectivity.…”