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Synthesis of 1,2-diaminoadamantane and chiral ligands derived from it.
- Source :
-
Russian Chemical Bulletin . Aug2023, Vol. 72 Issue 8, p1791-1801. 11p. - Publication Year :
- 2023
-
Abstract
- A new synthesis of racemic 1,2-diaminoadamantane was accomplished, its resolution into enantiomers through diastereomeric salts with l-tartaric acid was carried out, which gave individual (S)-enantiomer in 26% yield. It was reacted with carbon disulfide to obtain (S)-octahydro-3a,7:5,9-dimethanocycloocta[d]imidazole-2(3H)-thione, for which an enantiomeric excess of 96% was determined by HPLC. The absolute (S)-configuration was inferred from the results of quantum mechanical calculations of optical rotation. A number of N-donor ligands were synthesized based on (S)-1,2-diaminoadamantane. The catalytic activity of their complexes with CuII, MnIII, and NiII was studied on the model Henry, Michael, and epoxidation reactions. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 10665285
- Volume :
- 72
- Issue :
- 8
- Database :
- Academic Search Index
- Journal :
- Russian Chemical Bulletin
- Publication Type :
- Academic Journal
- Accession number :
- 171386954
- Full Text :
- https://doi.org/10.1007/s11172-023-3961-4