Synthesis of allylic esters using phenyl glycine-functionalized metalorganicframework and copper salts

Metal-organic frameworks (MOFs) are a class of catalysts which have attracted the attentionof many researchers, due to their different structural and physical advantages such as the abilityto adjust the pore size, high biocompatibility, relatively high mechanical and thermal stability.These structures are used in many fields such as adsorption and separation, chemical sensors,drug carriers, heterogeneous catalysts, etc. [۱, ۲]. Direct activation of C-H bonds is one of themost important reactions in organic synthesis. The oxidation of these bonds in the allylic positionof alkenes is known as the Kharasch-Sosnovsky reaction [۳]. In this work, Metal-organicframework UiO-۶۶-NH۲ is prepared from the reaction of ZrCl۴ with ۲-aminoterphthalic acid inDMF by solvothermal method and then functionalized with ۲-chloroacetyl chloride. Afterensuring the functionalization of the metal-organic framework, the phenyl glycine (۲-amino-۲-phenylacetic acid) was immobilized on it and the heterogeneous ligand was obtained. Theproducts of each step were characterized with SEM, EDX, BET, TGA, XRD and FT-IRtechniques. Finally, the copper complex of the synthesized heterogeneous ligand was used in theallylic oxidation of alkenes and the resulting allylic esters were obtained in good to excellentyields (Scheme ۱).

کلیدواژه ها:

Metal-organic frameworks ، UiO-۶۶-NH۲ ، Kharasch-Sosnovsky reaction ، Allylicesters