Enantioselective, Chirally Templated Sol-Gel Thin Films
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- 作者：Sharon Fireman-Shoresh ; Inna Popov ; David Avnir ; and Sharon Marx
- 刊名：Journal of the American Chemical Society
- 出版年：2005
- 出版时间：March 2, 2005
- 年：2005
- 卷：127
- 期：8
- 页码：2650 - 2655
- 全文大小：444K
- 年卷期：v.127,no.8(March 2, 2005)
- ISSN：1520-5126
文摘
Enantioselective surfactant-templated thin films were fabricated through the sol-gel (SG) process.The enantioselectivity is general in the sense that it discriminates between pairs of enantiomers not usedfor the imprinting process. The chiral cationic surfactant (-)-N-dodecyl-N-methylephedrinium bromide (1)was used as the surfactant template, and after its extraction chiral domains were created. The chiraldiscriminative feature of these films was examined by challenging with pure enantiomer solutions forrebinding. Selective adsorption was shown using (R)- and (S)-propranolol, (R)-2 and (S)-2, respectively,and (R)- and (S)-2,2,2-trifluoro-1-(9-anthryl)ethanol, (R)-3 and (S)-3, respectively, as the chiral probes.The selective adsorption was measured by fluorescence analysis, and the chiral selectivity factors werefound to be 1.6 for 2 and 2.25 for 3. In both cases, (R)-enantiomer was adsorbed preferably. The resultingmaterial was characterized by transmission electron microscopy, by diffraction, and by surface areameasurements, and was found to be semicrystalline with short-range ordered domains (50 Å) of hexagonalsymmetry.