Use of carboxylic acids as chiral solvating agents for the determination of optical purity of chiral amines by NMR spectroscopy

…, M Colon, MA Haiza, M Tokles, JK Snyder

Index: Benson, Scott C.; Cai, Ping; Colon, Marcelo; Haiza, Mohammed A.; Tokles, Maritherese; Snyder, John K. Journal of Organic Chemistry, 1988 , vol. 53, # 22 p. 5335 - 5341

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Citation Number: 94

Abstract

Optically pure mandelic acid, Mosher's acid, and N-(3, 5-dinitrobenzoyl) phenylglycine have been used as chiral solvating agents to induce nonequivalence in the'H NMR spectra of several diamines, amino acid esters, amino alcohols, and other amines. The identity of the chiral solvating agent and the stoichiometry of the solvation complexes that yield the greatest nonequivalence varies with the nature of the substrate.