New pincer-like receptor derived from trans-cyclopentane-1,2-diamine as a chiral shift reagent for carboxylic acids |
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| Affiliation: | 1. Departamento de Química Orgánica e Inorgánica, Instituto Universitario de Biotecnología de Asturias, Universidad de Oviedo, E-33071 Oviedo, Spain;2. Entrechem, SL, Edificio Científico Tecnológico, Campus El Cristo, E-33006 Oviedo, Spain;3. Departamento de Química Orgánica Biológica, Instituto de Investigaciones Químicas y Ambientales de Barcelona, Consejo Superior de Investigaciones Científicas (IIQAB-CSIC), Jordi Girona 18-26, E-08034 Barcelona, Spain |
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| Abstract: | A new pincer-like enantiopure receptor bearing two (1R,2R)-cyclopentane-1,2-diamine moieties has been synthesized and tested as a chiral shift reagent (CSR) for different carboxylic acids. This CSR is efficient for those acids bearing an aromatic group attached to Cα, especially for arylpropionic acids. A full structural study of the diastereomeric supramolecular complexes has allowed us to propose a reasonable model for the interaction. |
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