Effect of substituents on the configurational stability of the stereogenic nitrogen in metal(II) complexes of α-amino acid Schiff bases.


Journal

Chirality
ISSN: 1520-636X
Titre abrégé: Chirality
Pays: United States
ID NLM: 8914261

Informations de publication

Date de publication:
05 2019
Historique:
received: 31 01 2019
revised: 27 02 2019
accepted: 01 03 2019
pubmed: 28 3 2019
medline: 2 11 2019
entrez: 28 3 2019
Statut: ppublish

Résumé

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.

Identifiants

pubmed: 30916841
doi: 10.1002/chir.23066
doi:

Substances chimiques

Amino Acids 0
Coordination Complexes 0
Ligands 0
Metals, Heavy 0
Schiff Bases 0
Nitrogen N762921K75

Types de publication

Journal Article Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

401-409

Subventions

Organisme : National Natural Science Foundation of China
ID : 21761132021
Pays : International

Informations de copyright

© 2019 Wiley Periodicals, Inc.

Auteurs

Haibo Mei (H)

College of Chemical Engineering, Nanjing Forestry University, Nanjing, China.

Marion Jean (M)

iSm2, Aix Marseille Université, Marseille, France.

Muriel Albalat (M)

iSm2, Aix Marseille Université, Marseille, France.

Nicolas Vanthuyne (N)

iSm2, Aix Marseille Université, Marseille, France.

Christian Roussel (C)

iSm2, Aix Marseille Université, Marseille, France.

Hiroki Moriwaki (H)

Hamari Chemicals Ltd., Osaka, Japan.

Zizhen Yin (Z)

College of Chemical Engineering, Nanjing Forestry University, Nanjing, China.

Jianlin Han (J)

College of Chemical Engineering, Nanjing Forestry University, Nanjing, China.

Vadim A Soloshonok (VA)

Department of Organic Chemistry I, Faculty of Chemistry, University of the Basque Country, San Sebastián, Spain.
IKERBASQUE, Basque Foundation for Science, Bilbao, Spain.

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Classifications MeSH