Chiral trans-1,2-diaminocyclohexane derivatives as chiral solvating agents for carboxylic acids

Autor:	Manasi Dalai, Meduri Padmaja, Mariappan Periasamy
Rok vydání:	2010
Předmět:	chemistry.chemical_compound chemistry trans-1 2-Diaminocyclohexane Proton NMR Diastereomer Moiety Organic chemistry General Chemistry Enantiomer Homochirality Chiral derivatizing agent Enantiomeric excess
Zdroj:	Journal of Chemical Sciences. 122:561-569
ISSN:	0973-7103 0974-3626
Popis:	Efficient use of the readily accessible chiral C 2-symmetric acyclic diamines (1–2) as well as macrocyclic amines (3–5) containing trans-1,2-diaminocyclohexyl moiety as chiral solvating agents (CSA) for the determination of enantiomeric excess of representative carboxylic acids (6–7) and an amino acid derivative (8) is illustrated. The enantiomeric composition of different carboxylic acids estimated here by the 1H NMR method, based on the integration of the corresponding methine proton signals are in good correlation with that determined using HPLC method. The data are in accordance with the formation of multimolecular diastereomeric complexes in solution, which render good splitting of NMR signals for the enantiomers of representative carboxylic acids as well as for N-Ts-phenylglycine (up to ΔΔδ = 0.295 ppm, 118 Hz).
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::e6c51d7b5eb83d5904e98d7076b2ad53 https://doi.org/10.1007/s12039-010-0090-z Zobrazit plný text záznamu Plný text ve formátu PDF