COORDINATION OF CHIRAL AMINES TO COORDINATIVELY UNSATURATED CP-ASTERISK-IR-AMINO ACID COMPLEXES ALLOWS DETERMINATION OF ENANTIOMERIC PURITY

被引:37
作者
GROTJAHN, DB
JOUBRAN, C
机构
[1] Department of Chemistry and Biochemistry, Arizona State University Tempe, AZ 85287-1604
关键词
D O I
10.1016/0957-4166(95)00070-6
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Coordinatively unsaturated complexes of the Cp*Ir fragment to the dianion of N-tosylamino acids combine with chiral amines in a highly diastereoselective fashion, such that metallacycle substituents R (amino acid side chain) and Cp* are cis. Observation of adducts between the alanine- and phenylglycine-derived complexes and (S)-alpha-methylbenzylamine by NMR at low to ambient temperature allows determination of the enantiomeric purity of either component, 1 to 2% impurity being easily detectable. Furthermore, alpha-methylbenzylamine was analyzed for its enantiomeric purity independent of external chiral reagent, by its conversion to N,N'-bis(1-phenylethyl)urea.
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收藏
页码:745 / 752
页数:8
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