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1.
Org Biomol Chem ; 14(23): 5258-62, 2016 Jun 21.
Article in English | MEDLINE | ID: mdl-27189590

ABSTRACT

A simple and efficient (1)H NMR method for determining the absolute configuration of chiral α-hydroxy acid esters using a competing enantioselective conversion (CEC) strategy was developed. The α-hydroxy acid esters were acylated in the presence of Feng's chiral N,N'-dioxide-scandium(iii) complex, and the faster reaction was identified when one enantiomer of the chiral α-hydroxy acid ester was treated with both enantiomers of the ligand by NMR analysis of the reaction mixture without further purification. A mnemonic is presented to aid the assignment of the absolute configuration of the substrates.

2.
J Org Chem ; 78(22): 11602-5, 2013 Nov 15.
Article in English | MEDLINE | ID: mdl-24160671

ABSTRACT

A new and simple fluorescent sensor based on unmodified BINOL was developed. The fluorescence of BINOL could be turned off with high selectivity toward Cu(II) among 27 metal ions. Meanwhile, it was found that BINOL was oxidized to dibenzo[a,kl]xanthen-1-ol (A) by Cu(NO3)2. A new peak appeared at ~482 nm upon addition of thiol-containing cysteine (Cys), homocysteine (Hcy), and glutathione (GSH). Thus, a cascade recognition of Cu(II) and Cys, Hcy, and GSH are well presented.


Subject(s)
Cysteine/analysis , Fluorescent Dyes/chemistry , Glutathione/analysis , Homocysteine/analysis , Naphthols/chemistry , Copper/analysis , Fluorescent Dyes/chemical synthesis , Molecular Structure , Naphthols/chemical synthesis
3.
Chem Commun (Camb) ; 49(33): 3470-2, 2013 Apr 28.
Article in English | MEDLINE | ID: mdl-23515346

ABSTRACT

A cooperative bimetallic catalyst system was applied in the catalytic asymmetric cross-dehydrogenative coupling of ß-ketoesters and xanthene. Various optically active xanthene derivatives bearing a quaternary stereogenic carbon center were obtained in moderate to good yields (up to 90%) with excellent enantioselectivities (up to 99% ee). Meanwhile, a transition-state model was proposed to explain the origin of the asymmetric induction.

4.
Article in English | MEDLINE | ID: mdl-21334253

ABSTRACT

A novel chemiluminescence (CL) sensor for the determination of glyphosate (GLY) was made up based on molecularly imprinted polymer (MIP). The molecularly imprinted microspheres (MIMs) with a small dimension which possess extremely high surface-to-volume ratio were synthesized using precipitation polymerization with GLY as template. And then the MIMs were modified on glass sheets, which were placed at the bottom of wells of microplate as the recognizer. Subsequently, a highly selective and high throughput chemiluminescence (CL)-molecular imprinting (MI) sensor for detection of GLY was achieved. Influencing factors were investigated and optimized in detail. The method can perform 96 independent measurements sequentially in 10 min and the limit of detection (LOD) for GLY was 0.046 µg mL(-1). The relative standard deviation (RSD) for 11 parallel measurements of GLY was 4.68%. The results show that CL-MI sensor can become a useful analytical technology for quick molecular recognition.


Subject(s)
Biosensing Techniques/instrumentation , Food Analysis/instrumentation , Glycine/analogs & derivatives , Luminescent Measurements/instrumentation , Luminescent Measurements/methods , Molecular Imprinting/instrumentation , Adsorption , Glycine/analysis , Glycine/chemistry , Microscopy, Electron, Scanning , Microspheres , Reference Standards , Regression Analysis , Reproducibility of Results , Stereoisomerism , Temperature , Glyphosate
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