886040-91-1Relevant articles and documents
Chromatographic approach to study the configurational stability of Ni(II) complexes of amino-acid Schiff bases possessing stereogenic nitrogen
Han, Jianlin,Jean, Marion,Roussel, Christian,Moriwaki, Hiroki,Soloshonok, Vadim A.
, p. 328 - 335 (2019)
Herein, we disclose the design of a model Ni(II) complex of glycine Schiff base possessing single-nitrogen stereogenic center, which was successfully used for high-performance liquid chromatography (HPLC)-assisted assessment of its configurational stability. The major finding is that the configurational stability of the Ni(II)-coordinated nitrogen is profoundly dependent on the reaction conditions used, in particular the solvent, and can range from inconsequential (t? less than 5?min) to virtually completely stable (t? 90?y). The discovery reported in this study most likely to be of certain theoretical and synthetic value.
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.
