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Chiral recognition of α-amino acids by an optically active (2S,5S,8S,11S)-2,5,8,11-tetraethyl cyclen cobalt(III) complex.

Inorganic chemistry (2010-12-01)
Shohei Tashiro, Yasuyo Ogura, Sei Tsuboyama, Kaoru Tsuboyama, Mitsuhiko Shionoya
RÉSUMÉ

The optically active cobalt(III) complex with chiral cyclen, (2S,5S,8S,11S)-2,5,8,11-tetraethyl-1,4,7,10-tetraazacyclododecane, preferentially binds to D-phenylglycine (D-Phg) or D-t-leucine (D-t-Leu) rather than L-Phg or L-t-Leu, respectively, with 20% de in dimethyl sulfoxide at 293 K. Comparative studies on the crystal structures of cobalt(III) complexes with d-Phg and l-Phg revealed that the diastereoselectivity is due to the difference in the steric hindrance that should occur between the amino group of Phg and the ethyl group of cyclen.

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Sigma-Aldrich
D−(−)-α-Phenylglycine, 99%
Sigma-Aldrich
L−(+)-α-Phenylglycine, 99%
Sigma-Aldrich
2-Phenylglycine, 95%