Strategies for the synthesis of HBCl3, a glutamic acid derived ligand bearing phenolic and azacarboxylate donor groups at the nitrogen atom

TETRAHEDRON

卷:73

Article

Mulla, Raminder S.¹  Walden, Melissa T.¹  Yufit, Dmitry S.¹  Desa, Tanya²  Lurie-Luke, Elena²  Williams, J. A. Gareth¹ 

[1] Univ Durham, Dept Chem, Durham DH1 3LE, England

[2] Procter & Gamble Tech Ctr Ltd, Rusham Pk,Whitehall Lane, Egham TW2 9NW, Surrey, England

关键词: Polydentate ligand;    Polyaminocarboxylate ligand;    Phenolate;    Reductive amination;    Lactam;    Crystal structure;   

DOI  :  10.1016/j.tet.2017.09.032

来源: Elsevier

【 摘 要 】

The development of a route applicable to the preparation of acyclic glutamic acid-based chelating ligands bearing two different auxiliary donor groups linked to the nitrogen atom by methylene spacers is described and applied to the synthesis of the new polydentate ligand HBGI3, the first example of such a structure. The synthesis is accomplished using a strategy employing reductive amination and t-butyl ester protected intermediates. The most basic pKa values for the HBGI(3) ligand have been estimated via potentiometric and UV Visible titration techniques. (C) 2017 Elsevier Ltd. All rights reserved.

【 授权许可】

Free