Synthesis of Chiral Ligands on the Basis of 1-(Adamantan-1-yl)ethane-1,2-diamine View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

2021-02

AUTHORS

P. A. Man’kova, A. N. Reznikov, V. A. Shiryaev, M. R. Baimuratov, V. B. Rybakov, Yu. N. Klimochkin

ABSTRACT

The reduction of 1-(adamantan-1-yl)-2-azidoethan-1-one oxime with LiAlH4 gave racemic 1-(adamantan-1-yl)ethane-1,2-diamine, which was resolved with l-tartaric acid. The individual enantiomer was obtained with a yield of 20% and derivatized into 4-(adamantan-1-yl)imidazolidine-2-thione. The absolute configuration of the derivatized diamine was established by X-ray diffraction analysis, and the enantiomeric excess (96%) was determined using HPLC. Diamine and diimine ligands were synthesized on the basis of racemic and chiral (1S)-1-(adamantan-1-yl)ethane-1,2-diamine. The catalytic activity nickel(II), copper(II), and manganese(II) complexes were studied in model Michael, Henry, and epoxidation reactions. More... »

PAGES

226-236

Identifiers

URI

http://scigraph.springernature.com/pub.10.1134/s1070428021020135

DOI

http://dx.doi.org/10.1134/s1070428021020135

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1136613240


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