A chiral phosphorous derivatizing agent prepared from PCl3 and (S)-BINOL was described. It is used to determine the enantiomeric excess of chiral alcohols and amines by 31P NMR.
Simulated enantiomeric excess of glutamic acid was determined by a lab-made sixteen-channel capillary array electrophoresis with confocal fluorescent rotary scanner. The experimental results indicated that the capilla...Simulated enantiomeric excess of glutamic acid was determined by a lab-made sixteen-channel capillary array electrophoresis with confocal fluorescent rotary scanner. The experimental results indicated that the capillary array electrophoresis method can accurately determine the enanfiomefic excess of glutamic acid and can be used for high-throughput screening system for combinatorial asymmetric catalysis.展开更多
Enantiomer of n-pyrrolidinyl phenylpropanol was studied by capillary electrophoresis using b-cyclodextrin polymer as chiral selector. We determined the enantiomeric excess value of n-pyrrolidinyl phenylpropanol with R...Enantiomer of n-pyrrolidinyl phenylpropanol was studied by capillary electrophoresis using b-cyclodextrin polymer as chiral selector. We determined the enantiomeric excess value of n-pyrrolidinyl phenylpropanol with RSD 0.48%.展开更多
Using four β-cyclodextrin derivatives, 2,6-di-O-benzyl-3-O-heptanonyl-β-CD, 2,6-di- O-benzyl-3-O-octanonyl-β-CD, 2,3-di-O-benzyl-6-O-heptanonyl-β-CD, and 2,3-di-O-benzyl -6-O- octanonyl-β-CD, as chiral stationary...Using four β-cyclodextrin derivatives, 2,6-di-O-benzyl-3-O-heptanonyl-β-CD, 2,6-di- O-benzyl-3-O-octanonyl-β-CD, 2,3-di-O-benzyl-6-O-heptanonyl-β-CD, and 2,3-di-O-benzyl -6-O- octanonyl-β-CD, as chiral stationary phases of capillary gas chromatography （CGC）, the enantiomers of Sharpless epoxides were well separated. The enantiomer excess values （e.e.%） of some chiral Sharpless epoxides were also determined successfully using these CDs.展开更多
Chiral 1,1’-binaphthyl-linked diporphyrin‘tweezers’(R)-1/(S)-1 and the corresponding zinc(II)complexes(R)-2/(S)-2 were prepared as chiral host molecules,and their utility for chiral analyses(especially enantiomeric...Chiral 1,1’-binaphthyl-linked diporphyrin‘tweezers’(R)-1/(S)-1 and the corresponding zinc(II)complexes(R)-2/(S)-2 were prepared as chiral host molecules,and their utility for chiral analyses(especially enantiomeric excess(ee)determinations)were evaluated.Tris(1-n-dodecyl)porphyrins were used for the first time as the interacting units.Host capabilities of the diporphyrin tweezers were investigated by titrations with(R,R)-and(S,S)-cyclohexane-1,2-diamine(CHDA).The host molecules could be used as multichannel probes of ee by using UVvis,circular dichroism(CD),fluorescence emission and 1H nuclear magnetic resonance(1 H-NMR)methods.Chiral configurations could also be differentiated using CD or 1HNMR spectroscopy.All three optical techniques give good resolution of ee with reasonable sensitivity considering the low concentrations used(ca.10^-6 mol·L^-1).The ee determination of CHDA enantiomers using NMR spectroscopy is also possible because of the reasonably well separated resonances in the case of(R,R)-and(S,S)-CHDA.Non-metallated(R)-1/(S)-1 hosts could not be used to detect chiral information in a strongly acidic chiral guest.This work demonstrates the utility of 1,1’-binapthyllinked chiral hosts for chiral analysis of ditopically interacting enantiomers.展开更多
基金We are very grateful for the financial support of the National Natural Science Foundation of China (No.29872016) and the Hong Kong Polytechnic University ASD Fund.
文摘A chiral phosphorous derivatizing agent prepared from PCl3 and (S)-BINOL was described. It is used to determine the enantiomeric excess of chiral alcohols and amines by 31P NMR.
文摘Simulated enantiomeric excess of glutamic acid was determined by a lab-made sixteen-channel capillary array electrophoresis with confocal fluorescent rotary scanner. The experimental results indicated that the capillary array electrophoresis method can accurately determine the enanfiomefic excess of glutamic acid and can be used for high-throughput screening system for combinatorial asymmetric catalysis.
文摘Enantiomer of n-pyrrolidinyl phenylpropanol was studied by capillary electrophoresis using b-cyclodextrin polymer as chiral selector. We determined the enantiomeric excess value of n-pyrrolidinyl phenylpropanol with RSD 0.48%.
基金This work was kindly supported by the National Natural Science Foundation of China(No.30471153,30170621and 21023478).
文摘Using four β-cyclodextrin derivatives, 2,6-di-O-benzyl-3-O-heptanonyl-β-CD, 2,6-di- O-benzyl-3-O-octanonyl-β-CD, 2,3-di-O-benzyl-6-O-heptanonyl-β-CD, and 2,3-di-O-benzyl -6-O- octanonyl-β-CD, as chiral stationary phases of capillary gas chromatography （CGC）, the enantiomers of Sharpless epoxides were well separated. The enantiomer excess values （e.e.%） of some chiral Sharpless epoxides were also determined successfully using these CDs.
基金partly supported by World Premier International Research Center Initiative,MEXT,Japan.The authors are grateful to Japan Society for the Promotion of Science(JSPS)for a JSPS Fellowship(to D.T.P.)partially supported by JSPS KAKENHI(Coordination Asymmetry)Grant No.JP16H06518,JSPS KAKENHI Grant No.19K05229 and CREST,JST Grant No.JPMJCR1665partly financially supported by the National Science Foundation(Grant No.1401188 to FD).
文摘Chiral 1,1’-binaphthyl-linked diporphyrin‘tweezers’(R)-1/(S)-1 and the corresponding zinc(II)complexes(R)-2/(S)-2 were prepared as chiral host molecules,and their utility for chiral analyses(especially enantiomeric excess(ee)determinations)were evaluated.Tris(1-n-dodecyl)porphyrins were used for the first time as the interacting units.Host capabilities of the diporphyrin tweezers were investigated by titrations with(R,R)-and(S,S)-cyclohexane-1,2-diamine(CHDA).The host molecules could be used as multichannel probes of ee by using UVvis,circular dichroism(CD),fluorescence emission and 1H nuclear magnetic resonance(1 H-NMR)methods.Chiral configurations could also be differentiated using CD or 1HNMR spectroscopy.All three optical techniques give good resolution of ee with reasonable sensitivity considering the low concentrations used(ca.10^-6 mol·L^-1).The ee determination of CHDA enantiomers using NMR spectroscopy is also possible because of the reasonably well separated resonances in the case of(R,R)-and(S,S)-CHDA.Non-metallated(R)-1/(S)-1 hosts could not be used to detect chiral information in a strongly acidic chiral guest.This work demonstrates the utility of 1,1’-binapthyllinked chiral hosts for chiral analysis of ditopically interacting enantiomers.
