Literature DB >> 30702773

Chromatographic approach to study the configurational stability of Ni(II) complexes of amino-acid Schiff bases possessing stereogenic nitrogen.

Jianlin Han1, Marion Jean2, Christian Roussel2, Hiroki Moriwaki3, Vadim A Soloshonok4,5.   

Abstract

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 (t½ less than 5 min) to virtually completely stable (t½ 90 y). The discovery reported in this study most likely to be of certain theoretical and synthetic value.
© 2019 Wiley Periodicals, Inc.

Entities:  

Keywords:  amino acids; axial chirality; chiral HPLC; kinetic of racemization; rotational energy barriers

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Year:  2019        PMID: 30702773     DOI: 10.1002/chir.23059

Source DB:  PubMed          Journal:  Chirality        ISSN: 0899-0042            Impact factor:   2.437


  1 in total

Review 1.  Asymmetric Synthesis of Tailor-Made Amino Acids Using Chiral Ni(II) Complexes of Schiff Bases. An Update of the Recent Literature.

Authors:  Yupiao Zou; Jianlin Han; Ashot S Saghyan; Anna F Mkrtchyan; Hiroyuki Konno; Hiroki Moriwaki; Kunisuke Izawa; Vadim A Soloshonok
Journal:  Molecules       Date:  2020-06-12       Impact factor: 4.411

  1 in total

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