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New cycloimmonium ylide ligands and their palladium(ii) affinities

Postolachi, Rodica, Danac, Ramona, Buurma, Niklaas Jan, Pui, Aurel, Balan, Mihaela, Shova, Sergiu and Deleanu, Calin 2013. New cycloimmonium ylide ligands and their palladium(ii) affinities. RSC Advances 3 (38) , pp. 17260-17270. 10.1039/c3ra41911h

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Abstract

top Ten new stable 4-(4′-pyridyl)pyridinium disubstituted monoylides were synthesized by the reaction of 4-(4′-pyridyl)pyridinium monosubstituted ylides with electrophiles as aromatic isocyanates and isothiocyanates. The facile synthesis and high stability of the new ylides were attributed not only to the delocalization of both negative and positive charges, but also to the intramolecular hydrogen bond. This bond was proved to be present both in solution (by NMR) and solid phase (by X-ray crystallography). The computational studies using density functional theory calculations (DFT) suggest, as well, an important charge delocalization in gas-phase structures for simplified model disubstituted cycloimmonium ylides. The palladium complexation for two of the new ylides was studied using NMR titrations and quantified using UV-visible spectroscopy titrations.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Subjects: Q Science > QD Chemistry
Publisher: RSC Publishing
ISSN: 2046-2069
Last Modified: 04 Jun 2017 05:25
URI: http://orca-mwe.cf.ac.uk/id/eprint/51282

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