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Resolution of racemic amino acids via stereoselective ligand-exchange reactions on an optically pure nickel(II) complex

Racemic amino acids (Ala, Val, Leu) co-ordinate steroselectively to the square-planar chiral matrix complex [Ni{(S,S)-L)}]2+{(S,S)-L =N,N′-bis[(2S)-pyrrolidin-2-yl]propane-1,3-diamine}. The stereoselectivities [Ala, 60%(S), 40%(R); Val, 75%(S), 25%(R); Leu, 68%(S), 32%(R)] have been predicted by mol...

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Bibliographic Details
Main Authors: Bernhardt, Paul V. (Author) , Comba, Peter (Author) , Hambley, Trevor W. (Author) , Sávágó, Imre (Author) , Várnagy, Katalin (Author)
Format: Article (Journal)
Language:English
Published: 1993
In: Dalton transactions
Year: 1993, Issue: 13, Pages: 2023-2026
ISSN:1477-9234
DOI:10.1039/DT9930002023
Online Access:Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1039/DT9930002023
Verlag, lizenzpflichtig, Volltext: https://pubs.rsc.org/en/content/articlelanding/1993/dt/dt9930002023
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Author Notes:Paul V. Bernhardt, Peter Comba, Trevor W. Hambley, Imre Sávágó, Katalin Várnagy
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Summary:Racemic amino acids (Ala, Val, Leu) co-ordinate steroselectively to the square-planar chiral matrix complex [Ni{(S,S)-L)}]2+{(S,S)-L =N,N′-bis[(2S)-pyrrolidin-2-yl]propane-1,3-diamine}. The stereoselectivities [Ala, 60%(S), 40%(R); Val, 75%(S), 25%(R); Leu, 68%(S), 32%(R)] have been predicted by molecular mechanics calculations and determined experimentally by potentiometric titrations. The structure of the chiral matrix complex has also been determined: orthorhombic, space group P212121, a= 8.298(3), b= 13.513(4), c= 18.293(7)Å, Z= 4, R′= 0.051.
Item Description:Gesehen am 05.09.2022
Physical Description:Online Resource
ISSN:1477-9234
DOI:10.1039/DT9930002023

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