Cis/trans equilibrium as the way to form Pd carbene catalyst from trans-isocyanide complex

The behavior of Pd(II) bis-isocyanide complexes in solution was studied for examples of bis-(cyclohexylisocyanide)palladium(II) dichloride (1) and diiodide (2). The equilibrium between isomeric cis- and trans-forms of 1 was observed by NMR and IR spectroscopy. Complex 1 (which has the cis-configurat...

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Bibliographic Details
Published in:Journal of coordination chemistry 2013-10, Vol.66 (20), p.3592-3601
Main Authors: Yakimanskiy, Anton, Boyarskaya, Irina, Boyarskiy, Vadim
Format: Article
Language:English
Subjects:
Acyclic diaminocarbenes
Balancing
Carbenes
Cis/trans equilibrium
Cross-coupling catalysts
Dichlorides
Dissolution
Heating
Infrared radiation
Palladium
Pd(II) Isocyanide complexes
Spectroscopy
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Summary:The behavior of Pd(II) bis-isocyanide complexes in solution was studied for examples of bis-(cyclohexylisocyanide)palladium(II) dichloride (1) and diiodide (2). The equilibrium between isomeric cis- and trans-forms of 1 was observed by NMR and IR spectroscopy. Complex 1 (which has the cis-configuration in the solid state) gives cis-/trans-isomeric mixture after dissolving in CDCl 3 for several days at room temperature. The effect of heating on the equilibration rate was considered. The studied equilibrium leads to a purely cis-structure of Pd carbene complex (3) that was synthesized via the interaction of cis-/trans-isomeric mixture of 1 with benzophenone hydrazone.
ISSN:0095-8972
1029-0389
DOI:10.1080/00958972.2013.847185