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Alkene Isomerisation Catalysed by a Ruthenium PNN Pincer Complex
Author(s) -
Perdriau Sébastien,
Chang MuChieh,
Otten Edwin,
Heeres Hero J.,
de Vries Johannes G.
Publication year - 2014
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201403236
Subject(s) - alkene , isomerization , chemistry , hydride , pincer movement , ruthenium , alkoxide , photochemistry , ligand (biochemistry) , medicinal chemistry , pincer ligand , stereochemistry , metal , catalysis , organic chemistry , receptor , biochemistry
The [Ru(CO)H(PNN)] pincer complex based on a dearomatised PNN ligand (PNN: 2‐di‐ tert ‐butylphosphinomethyl‐6‐diethylaminomethylpyridine) was examined for its ability to isomerise alkenes. The isomerisation reaction proceeded under mild conditions after activation of the complex with alcohols. Variable‐temperature (VT) NMR experiments to investigate the role of the alcohol in the mechanism lend credence to the hypothesis that the first step involves the formation of a rearomatised alkoxide complex. In this complex, the hemilabile diethylamino side‐arm can dissociate, allowing alkene binding cis to the hydride, enabling insertion of the alkene into the metal–hydride bond, whereas in the parent complex only trans binding is possible. During this study, a new uncommon Ru 0 coordination complex was also characterised. The scope of the alkene isomerisation reaction was examined.