Diethyl Tartrate Linked Chiral Macrocyclic Manganese(III)-Salen Complex for Enantioselective Epoxidation of Olefins and Oxidative Kinetic Resolution of Racemic Secondary Alcohols

作者：Maity Nabin Ch; Bera Prasanta Kumar; Saravanan S; Abdi Sayed H R^*; Kureshy Rukhsana I; Khan Noor ul H; Bajaj Hari C

来源：ChemPlusChem, 2014, 79(10): 1426-1433.

DOI：10.1002/cplu.201402131

• alcohols
• enantioselectivity
• epoxidation
• kinetic resolution
• manganese
• olefins

A diethyl tartrate linked chiral macrocyclic manganese(III)-salen (salen=N,N-ethylenebis(salicylimine)) complex has been used for the enantioselective epoxidation of nonfunctionalized alkenes, namely, indene and chromenes, as well as oxidative kinetic resolution of racemic alcohols. For the epoxidation reaction, a 2.5mol% catalyst loading in the presence of pyridine N-oxide as an axial ligand and urea-H2O2 adduct as an oxidant gave respective epoxides in high yield (>97%) and enantiomeric excess (ee, up to 92%). The same catalyst at a loading of 1.5mol% has provided enantioenriched (ee up to 97%) secondary alcohols through oxidative kinetic resolution of racemic alcohols. The catalyst can be recovered and reused up to four times with no loss in performance.

• 出版日期2014-10
• 单位海洋化工研究院有限公司