Synthesis of β-nitroalcohols in the presence of amino acid-based chiral metalorganicframework

UiO-۶۶-NH۲ is a type of metal-organic framework based on zirconium which hashigherthermal and chemical stability than other metal-organic frameworks. furthermore, the NH۲groupin Metal-organic framework UiO-۶۶-NH۲ can befunctionalized with chiral ligands[۱].Theformation of C–C bonds in the manufacture of valuable molecules using MOFs as heterogeneouscatalysts is an important research field with applications in the chemical and pharmaceuticalindustries[۲,۳].In this work, the UiO-۶۶-NH۲was prepared by solvothermal methodandfunctionalized with ۲-chloroacetyl chloride, thenthe chiral aminoacid, L-phenylglycine, wasimmobilized onit.The structure of synthesizedheterogeneous chiral ligand was characterized byXRD, FE-SEM, BET, FT-IR and TGA techniques.Subsequently, copper salt was incorporated inthe chiral metal-organic framework and it was used in theasymmetricHenry reaction for thepreparation of chiral β-nitroalcohols under nitrogen atmosphere and different conditions (solvent,base, temperature, catalyst, etc).The resultingproducts were obtained with high efficiency andsuitable optical purity in a short period of time(Scheme ۱).

کلیدواژه ها:

Chiral metal-organic frameworks ، Chiral catalyst ، Henry reaction ، β-nitroalcohols