Premium
Synthesis and Metal Complexes of Thiourea Ligands Containing Carbohydrate‐Derived Substituents
Author(s) -
Sternberg Michelle,
Rust Jörg,
Lehmann Christian W.,
Mohr Fabian
Publication year - 2013
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.201200386
Subject(s) - thiourea , chemistry , chelation , ligand (biochemistry) , derivative (finance) , monomer , metal , isothiocyanate , single crystal , crystallography , stereochemistry , medicinal chemistry , polymer chemistry , inorganic chemistry , organic chemistry , polymer , biochemistry , receptor , financial economics , economics
Two glucose‐derived thiourea derivatives, 2a and 2b , were prepared by addition of the corresponding amino sugars to a solution of 4‐nitrobenzoyl isothiocyanate ( Scheme 1 ). The thioureas were isolated as colorless solids in good yields and were fully characterized by NMR spectroscopy, optical rotation, elemental analysis, and also by single‐crystal X‐ray diffraction. Attempts to obtain Cu II and Ni II bis(chelate) complexes with these thioureas failed. However, the C(1)‐protected thiourea derivative 2a reacted with orthopalladated acetato‐bridged dimers to afford the corresponding monomeric Pd II complexes 3 and 4 ( Scheme 2 ). In these compounds, the thiourea coordinates to the metal as monoanionic O,S chelate ligand, which was confirmed by X‐ray crystallography.