Dinuclear Monomeric and Macrocyclic Organotin Dithiocarbamates Derived from 1,10-Diaza-18-crown-6 and 4,4′-Trimethylenedipiperidine

1,10‐Diaza‐18‐crown‐6 and 4,4′‐trimethylenedipiperidine were transformed into bis‐dithiocarbamate ligands, which were then reacted in situ with different di‐ and triorganotin(IV) chlorides to generate dinuclear monomeric or macrocyclic products. The identity of the compounds was established by eleme...

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Bibliographic Details
Published in:European journal of inorganic chemistry 2013-06, Vol.2013 (16), p.2912-2922
Main Authors: Celis, Norma A., Villamil-Ramos, Raul, Höpfl, Herbert, Hernández-Ahuactzi, Irán F., Sánchez, Mario, Zamudio-Rivera, Luis S., Barba, Victor
Format: Article
Language:English
Subjects:
Arrays
Holes
Inclusions
Infrared spectroscopy
Isomers
Ligands
Macrocycles
Macrocyclic compounds
Mathematical analysis
Metallosupramolecular chemistry
NMR spectroscopy
S ligands
Self-assembly
Tin
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Summary:1,10‐Diaza‐18‐crown‐6 and 4,4′‐trimethylenedipiperidine were transformed into bis‐dithiocarbamate ligands, which were then reacted in situ with different di‐ and triorganotin(IV) chlorides to generate dinuclear monomeric or macrocyclic products. The identity of the compounds was established by elemental analysis, multinuclear NMR spectroscopy (1H, 13C, and 119Sn), IR spectroscopy, mass spectrometry, and for representative examples additionally by single‐crystal X‐ray diffraction analysis. In combination with DFT calculations, the structural characterization showed that diaryltin and dialkyltin fragments give macrocycles of different conformation owing to changes in the coordination stereochemistry (cis vs. trans isomers). The macrocycle cavities are suitable for the inclusion of guest molecules. At the supramolecular level, the Sn complex molecules are linked through intermolecular C–H···S and C–H···Cl interactions in the solid state. Dinuclear monomeric and macrocyclic complexes derived from diorganotin dithiocarbamates are prepared by using ligands with azacrown and dipiperidine spacers. The macrocyclic structures have different conformations depending on the R2Sn group, which also changes the size of the cavity suitable for guest inclusion. The structures show supramolecular arrays through C–H···S and C–H···Cl interactions.
ISSN:1434-1948
1099-0682
DOI:10.1002/ejic.201300134