N-(2-Nitrophenyl)proline: an intramolecular hydrogen bond forming reagent for the determination of the absolute configuration of primary amines |
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| Authors: | Ahn Hee Choon Choi Kihang |
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| Affiliation: | Department of Chemistry and Center for Electro- and Photo-Responsive Molecules, Korea University, Seoul 136-701, Republic of Korea. |
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| Abstract: | ![]()
N-(2-Nitrophenyl)proline (2-NPP) amides of primary amines have a conformational preference for intramolecular hydrogen bonding. Because of the strong and selective anisotropic effects on the amine substituents, the absolute configuration of alpha-chiral primary amines can be assigned by comparing the 1H chemical shifts of diastereomeric 2-NPP amides. |
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