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Citation: DING Hao, GAO Baojiao, CHENG Wei. Synthesis,Immobilization and Characterization of Chiral Metal-Salen Complex on Chloromethylated Crosslinked Polystyrene Microspheres[J]. Chinese Journal of Applied Chemistry, ;2013, 30(3): 276-282. doi: 10.3724/SP.J.1095.2013.20185 shu

Synthesis,Immobilization and Characterization of Chiral Metal-Salen Complex on Chloromethylated Crosslinked Polystyrene Microspheres

Department of Chemical Engineering, North University of China, Taiyuan 030051, China

Received Date: 8 May 2012
Revised Date: 26 June 2012

Firstly,the Friedel-Crafts alkylation between the chloromethylated crosslinked polystyrene(CMCPS) microspheres and 2-hydroxy-4-methoxybenzaldehyde(HMBA) was carried out to afford the modified microspheres HMBA-CPS.Subsequently,the Schiff base reaction between HMBA-CPS and diaminocyclohexane was performed,leading to the microspheres Salen-CPS,on which Salen ligands were bonded.Finally,the coordination-chelating reaction of Salen-CPS with Mn salt was conducted,resulting in solid catalyst Mn(Ⅲ)Salen-CPS,on which chiral Mn(Ⅲ)-Salen complex was immobilized.The microspheres Salen-CPS and Mn(Ⅲ)Salen-CPS were fully characterized by methods such as FTIR,UV-Vis and SEM.The Friedel-Crafts alkylation between CMCPS microspheres and HMBA was mainly investigated because it was a key reaction.The results show that the Friedel-Crafts alkylation can be carried out when AlCl₃ was used as Lewis catalyst and a mixture of dichloromethane and nitrobenzene was used as solvent.The new route is simple,convenient,direct and efficient.Under the suitable reaction conditions(volume ratio of dichloromethane to nitrobenzene=10:1,temperature=40℃,and reaction time=10 h),modified microspheres HMBA-CPS capable of converting chloromethyl with a 51% rate can be obtained.
- chiral metal-Salen complex,
- crosslinked polystyrene,
- immobilization,
- Friedel-Crafts alkylation,
- Schiff base reaction
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