Living and enantiomer-selective polymerization of allene initiated by Ni complex containing chiral phosphine |
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| Authors: | Hai Zhu Shizhong Luo Zongquan Wu |
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| Institution: | a College of Chemistry and Materials Science, The Key Laboratory of Functional Molecular Solids, Ministry of Education, Anhui Laboratory of Molecular-Based Materials, Center for Nano Science and Technology, Anhui Normal University, Wuhu 241000, China;
b Department of Polymer Science and Engineering, School of Chemistry and Chemical Engineering, Hefei University of Technology and Anhui Key Laboratory of Advanced Catalytic Materials and Reaction Engineering, Hefei 230009, China |
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| Abstract: | A new allylnickel(Ⅱ) complex (S(R)]-N-(1S)-2-(diphenylphosphino)-1-phenylethyl]-2-methyl-2-propanesulfinamide)(2,2,2-trifluoroacetato-κO)(π-allyl) nickel (2) was designed and prepared by using chiral phosphine. 2 was revealed to efficiently initiate the polymerization of L-and D-N-(1-(dodecylamino)-1-oxopropan-2-yl)-4-(propa-1,2-dien-1-yloxy)-benzamide (L-1 and D-1) in a living/controlled chain growth manner. Polymerization kinetics of L-1 and D-1 indicated that L-1 preferentially polymerized over the antipode D-1 by a factor of 1.9. In block copolymerization of rac-1 using the poly-L-150 as the macroinitiator, the polymerization proceeded in enantiomer-selective manner. It was found that enantiomeric excess (ee) value of the recovered monomer increased with the monomer conversion and finally reached to the maximum of 34%. These results suggest this chiral phosphine complex exhibits enantiomer-selectivity for the polymerization of chiral allene derivative monomer. |
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| Keywords: | Chiral allene Helical polymer Chiral phosphine ligand Allylnickel(II) complex catalyst Enantiomer-selective polymerization |
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