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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.

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
ABSTRACT

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.

MATERIALS
Product Number
Brand
Product Description

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