Ling-lin Wu, Li-fei Zheng, Xiao-bo Huang, Yi-xiang Cheng. SYNTHESIS OF A NEW LINEAR CHIRAL POLYMER BASED ON POLYBINAPHTHOLS AND ITS APPLICATION IN ENANTIOSELECTIVE ADDITION OF Et2Zn TO ALDEHYDES[J]. Acta Polymerica Sinica, 2013,(6):802-810.
Ling-lin Wu, Li-fei Zheng, Xiao-bo Huang, Yi-xiang Cheng. SYNTHESIS OF A NEW LINEAR CHIRAL POLYMER BASED ON POLYBINAPHTHOLS AND ITS APPLICATION IN ENANTIOSELECTIVE ADDITION OF Et2Zn TO ALDEHYDES[J]. Acta Polymerica Sinica, 2013,(6):802-810. DOI: 10.3724/SP.J.1105.2013.13052.
A new linear chiral polymer ligand was synthesized by the polymerization of (S)-5
5'-dibromo-6
6'-di(4-trifluoromethylphenyl)-2
2'-binaphthol (S-M-1) with (S)-5
5'-diethynyl-6
6'-dibutyl-2
2'-dibutoxy-1
1'-binaphthyl (S-M-2) via Pd-catalyzed Sonogashira reaction. The application of the chiral polymer ligand in the asymmetric addition of Et2Zn to various aromatic aldehydes had been studied. The results showed that this kind of soluble chiral polybinaphthols ligand in combination with Ti(OiPr)4 could exhibit good reactivity and enantioselectivity for the asymmetric addition of Et2Zn to aromatic aldehydes. Moreover
the chiral polymer ligand showed superior enantioselectivity over the model compound S-1 and could keep similar reactivity as well as enantioselectivity after ten recycles.