“Click”-reaction: An alternative tool for new architectures of porphyrin based derivatives

•This study on “click reaction” is described in a systematic way.•A plethora of click-made porphyrins using the simple, robust and reliable CuAAC reaction is detailed.•All “click reactions” reported herein are based on porphyrin rings.

The copper catalyzed azide-alkyne cycloaddition (CuAAC), known as “click reaction” is a well-known method used for the construction of complex molecular architectures. Due to its efficiency it has been applied in the porphyrin synthesis in order to prepare elaborated architectures and sophisticated molecules with various applications. Also, this strategy allows the installment of useful functionalities, in the form of polar and function-rich 1,2,3-triazole moieties, directly attached on the porphyrin ring. In this review we summarize the use of click reaction for the synthesis of porphyrin based compounds and the reaction conditions used in each example. All the examples presented herein concern the type and the place of the substrate present on the porphyrin ring. More specifically, this manuscript is divided in two sections where in the first part click reaction using alkynyl porphyrins and in the second part using azido porphyrins are discussed. These main sections are divided in subsections where alkynyl and azido groups are present on the meso-phenyl ring, on an aliphatic chain and on the β-position of the porphyrin ring.

Graphical abstractFigure optionsDownload full-size imageDownload high-quality image (195 K)Download as PowerPoint slide