Coordination of one enantiomer from a racemic mixt. of N-benzyl a-amino acids (N-Bn-AA) to the lipophilic chiral [CoIII(salen)(OAc)] (H2salen = (1R,2R)-N,N'-1,2-cyclohexanediylbis(salicylideneamine) I, R1 = R2 = H or t-Bu, R1 = Me, R2 = H) complex results in its extn. into the org. phase. The enantiomer can then be released in excellent yield and high enantiomeric excess by reductive counterextn. The Co(III) complex can be regenerated and re-used without loss of reactivity or selectivity.

A practical approach to the resolution of racemic N-benzyl alpha-amino acids by liquid-liquid extraction with a lipophilic chiral salen-cobalt(III) complex / T.B. REEVE, J.P. CROS, C.M.A. GENNARI, U. PIARULLI, J.G. DE VRIES. - In: ANGEWANDTE CHEMIE. INTERNATIONAL EDITION. - ISSN 1433-7851. - 45:15(2006), pp. 2449-2453. [10.1002/anie.200504116]

A practical approach to the resolution of racemic N-benzyl alpha-amino acids by liquid-liquid extraction with a lipophilic chiral salen-cobalt(III) complex

C.M.A. Gennari;
2006

Abstract

Coordination of one enantiomer from a racemic mixt. of N-benzyl a-amino acids (N-Bn-AA) to the lipophilic chiral [CoIII(salen)(OAc)] (H2salen = (1R,2R)-N,N'-1,2-cyclohexanediylbis(salicylideneamine) I, R1 = R2 = H or t-Bu, R1 = Me, R2 = H) complex results in its extn. into the org. phase. The enantiomer can then be released in excellent yield and high enantiomeric excess by reductive counterextn. The Co(III) complex can be regenerated and re-used without loss of reactivity or selectivity.
Amino acids; Chiral resolution; Cobalt; Molecular recognition; N,O ligands
Settore CHIM/06 - Chimica Organica
2006
http://www3.interscience.wiley.com/cgi-bin/fulltext/112476987/PDFSTART
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/22186
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