96293-19-5Relevant articles and documents
Analysis of crystallographic structures of Ni(II) complexes of α-amino acid Schiff bases: Elucidation of the substituent effect on stereochemical preferences
Nian, Yong,Wang, Jiang,Moriwaki, Hiroki,Soloshonok, Vadim A.,Liu, Hong
, p. 4191 - 4198 (2017)
In this study, we performed critical analysis of 13 crystallographic structures of various Ni(ii) complexes of amino acid Schiff bases. The major finding of this work is the significance of a parallel displaced type of aromatic interactions between o-amino-benzophenone and Pro N-benzyl rings. The quality of these aromatic interactions was shown to control the steric environment around the amino acid side-chain, rendering variously substituted Ni(ii) complexes of different thermodynamic stabilities. The discovered structural trend holds true for aliphatic, aromatic and sterically bulky amino acids and can be used for the rational design of new and more efficient chiral ligands for general asymmetric synthesis of tailor-made α-amino acids.
Synthesis of a Chiral Nickel(II) Complex of an Electrophilic Glycinate, and its Use for Asymmetric Preparation of α-Amino Acids
Belokon', Yuri N.,Popkov, Aleksander N.,Chernoglazova, Nina I.,Saporovskaya, Marina B.,Bakhmutov, Vladimir I.,Belikov, Vasili M.
, p. 1336 - 1338 (2007/10/02)
A chiral NiII complex of a Schiff's base derived from (S)-o-benzophenone and α-bromoglycine has been obtained and its stereoselective reaction with nucleophiles studied; the synthesis of aspartic acid with 80percent optical purity is described.