Limits...
¹⁹F NMR fingerprints: identification of neutral organic compounds in a molecular container.

Zhao Y, Markopoulos G, Swager TM - J. Am. Chem. Soc. (2014)

Bottom Line: We report a new approach to effectively "fingerprint" neutral organic molecules by using (19)F NMR and molecular containers.Spatial proximity of the analyte to the (19)F is important to induce the most pronounced NMR shifts and is crucial in the differentiation of analytes with similar structures.This new scheme allows for the precise and simultaneous identification of multiple analytes in a complex mixture.

View Article: PubMed Central - PubMed

Affiliation: Department of Chemistry, Massachusetts Institute of Technology , Cambridge, Massachusetts 02139, United States.

ABSTRACT
Improved methods for quickly identifying neutral organic compounds and differentiation of analytes with similar chemical structures are widely needed. We report a new approach to effectively "fingerprint" neutral organic molecules by using (19)F NMR and molecular containers. The encapsulation of analytes induces characteristic up- or downfield shifts of (19)F resonances that can be used as multidimensional parameters to fingerprint each analyte. The strategy can be achieved either with an array of fluorinated receptors or by incorporating multiple nonequivalent fluorine atoms in a single receptor. Spatial proximity of the analyte to the (19)F is important to induce the most pronounced NMR shifts and is crucial in the differentiation of analytes with similar structures. This new scheme allows for the precise and simultaneous identification of multiple analytes in a complex mixture.

Show MeSH
19F NMR spectrum (64 scans)of a mixture of complex 1 (ca. 0.8 mM in CH2Cl2), various nitriles(each ca. 1.6 mM), hexane (5 μL), ethyl acetate (5 μL),and acetone (5 μL).
© Copyright Policy
Related In: Results  -  Collection

License
getmorefigures.php?uid=PMC4120996&req=5

fig10: 19F NMR spectrum (64 scans)of a mixture of complex 1 (ca. 0.8 mM in CH2Cl2), various nitriles(each ca. 1.6 mM), hexane (5 μL), ethyl acetate (5 μL),and acetone (5 μL).

Mentions: The robust sensing power is furtherdemonstrated by the analysisof a complex mixture of various nitriles in the presence of an excessamount of hexane, ethyl acetate, and acetone with 1.As shown in Figure 10, noncoordinating analytes,such as hexane, ethyl acetate, and acetone, did not give signals,while various nitriles can be unambiguously identified simultaneouslyeven in nondeuterated solvent.


¹⁹F NMR fingerprints: identification of neutral organic compounds in a molecular container.

Zhao Y, Markopoulos G, Swager TM - J. Am. Chem. Soc. (2014)

19F NMR spectrum (64 scans)of a mixture of complex 1 (ca. 0.8 mM in CH2Cl2), various nitriles(each ca. 1.6 mM), hexane (5 μL), ethyl acetate (5 μL),and acetone (5 μL).
© Copyright Policy
Related In: Results  -  Collection

License
Show All Figures
getmorefigures.php?uid=PMC4120996&req=5

fig10: 19F NMR spectrum (64 scans)of a mixture of complex 1 (ca. 0.8 mM in CH2Cl2), various nitriles(each ca. 1.6 mM), hexane (5 μL), ethyl acetate (5 μL),and acetone (5 μL).
Mentions: The robust sensing power is furtherdemonstrated by the analysisof a complex mixture of various nitriles in the presence of an excessamount of hexane, ethyl acetate, and acetone with 1.As shown in Figure 10, noncoordinating analytes,such as hexane, ethyl acetate, and acetone, did not give signals,while various nitriles can be unambiguously identified simultaneouslyeven in nondeuterated solvent.

Bottom Line: We report a new approach to effectively "fingerprint" neutral organic molecules by using (19)F NMR and molecular containers.Spatial proximity of the analyte to the (19)F is important to induce the most pronounced NMR shifts and is crucial in the differentiation of analytes with similar structures.This new scheme allows for the precise and simultaneous identification of multiple analytes in a complex mixture.

View Article: PubMed Central - PubMed

Affiliation: Department of Chemistry, Massachusetts Institute of Technology , Cambridge, Massachusetts 02139, United States.

ABSTRACT
Improved methods for quickly identifying neutral organic compounds and differentiation of analytes with similar chemical structures are widely needed. We report a new approach to effectively "fingerprint" neutral organic molecules by using (19)F NMR and molecular containers. The encapsulation of analytes induces characteristic up- or downfield shifts of (19)F resonances that can be used as multidimensional parameters to fingerprint each analyte. The strategy can be achieved either with an array of fluorinated receptors or by incorporating multiple nonequivalent fluorine atoms in a single receptor. Spatial proximity of the analyte to the (19)F is important to induce the most pronounced NMR shifts and is crucial in the differentiation of analytes with similar structures. This new scheme allows for the precise and simultaneous identification of multiple analytes in a complex mixture.

Show MeSH