Preparation of Organic Polymer Containing (R)-(+)-BINOL Through "Click" Reaction and Catalytic Performance of Its Ti Complex in Asymmetric Addition Reaction

doi:10.7503/cjcu20121011

Abstract

Abstract:

An organic polymer containing chiral (R)-(+)-1,1'-binaphthol [(R)-(+)-BINOL] building blocks(Polymer) has been prepared through "Click" reaction(Huisgen 1,3-dipolar cycloaddition) of (R)-(+)-6,6'-diethynyl-1,1'-binaphthol and 1,4-diazidobenzen in the presence of Copper(Ⅰ). The composition, structure and morphology of Polymer were characterized by Fourier transform infrared(FTIR) spectrometer, powder X-ray diffractometer(XRD) and scanning electron microscope(SEM). The Polymer was coordinated to titanium of Ti(O^emPr)₄ through chiral dihydroxy groups in(R)-(+)-BINOL to synthesize a new heterogeneous chiral metal catalyst(Polymer-Ti), which exhibited extremely high conversion and good enantioselectivity in asymmetric addition reaction of diethylzinc to multiple aromatic aldehydes. Also, Polymer-Ti catalyst displayed stable catalytic activities in multi-recycle of asymmetric addition reaction of diethylzinc to benzaldehyde.

Key words: Heterogeneous chiral metal catalyst, "Click", reaction, Asymmetric catalysis

CLC Number:

O614

TrendMD:

LIU Jian, SHI Xin. Preparation of Organic Polymer Containing (R)-(+)-BINOL Through "Click" Reaction and Catalytic Performance of Its Ti Complex in Asymmetric Addition Reaction[J]. Chem. J. Chinese Universities, 2013, 34(5): 1052.

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Preparation of Organic Polymer Containing (R)-(+)-BINOL Through "Click" Reaction and Catalytic Performance of Its Ti Complex in Asymmetric Addition Reaction

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