748718-37-8Relevant academic research and scientific papers
Effect of substituents on the configurational stability of the stereogenic nitrogen in metal(II) complexes of α-amino acid Schiff bases
Mei, Haibo,Jean, Marion,Albalat, Muriel,Vanthuyne, Nicolas,Roussel, Christian,Moriwaki, Hiroki,Yin, Zizhen,Han, Jianlin,Soloshonok, Vadim A.
supporting information, p. 401 - 409 (2019/04/01)
Herein, we report a general method for quantitative measurement of the configurational stability of the stereogenic nitrogen coordinated to M (II) in the corresponding square planar complexes. This stereochemical approach is quite sensitive to steric and electronic effects of the substituents and shown to work well for Ni(II), Pd(II), and Cu(II) complexes. Structural simplicity of the compounds used, coupled with high sensitivity and reliability of experimental procedures, bodes well for application of this approach in evaluation of chemical stability and stereochemical properties of newly designed chiral ligands for general asymmetric synthesis of tailor-made amino acids.
NH-type of chiral Ni(ii) complexes of glycine Schiff base: Design, structural evaluation, reactivity and synthetic applications
Bergagnini, MacKenzie,Fukushi, Kazunobu,Han, Jianlin,Shibata, Norio,Roussel, Christian,Ellis, Trevor K.,Acena, Jose Luis,Soloshonok, Vadim A.
, p. 1278 - 1291 (2014/03/21)
The work being reported here deals with the design of a new type of "N-H" Ni(ii) complexes of glycine Schiff bases and study general aspects of their reactivity. It was confirmed that the presence of NH function in these Ni(ii) complexes does not interfere with the homologation of the glycine residue, rendering these derivatives of high synthetic value for the general synthesis of α-amino acids. In particular, the practical application of these NH-type complexes was demonstrated by asymmetric synthesis of various-substituted pyroglutamic acids via Michael addition reactions with chiral Michael acceptors.
