Highly water-soluble arene-ruthenium(ii) complexes: application to catalytic isomerization of allylic alcohols in aqueous medium

Arene-ruthenium(ii) derivatives [RuCl2([small eta]6-C6H5OCH2CH2OH)(L)] (L = P(OMe)3 (2a), P(OEt)3 (2b), P(OiPr)3 (2c), P(OPh)3 (2d), PPh3 (2e)) have been prepared from the dimer [{RuCl([small mu ]-Cl)([small eta]6-C6H5OCH2CH2OH)}2] and the appropriate P-donor ligand. The hydroxyethoxy substituent on...

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Published in:Green chemistry : an international journal and green chemistry resource : GC 2009-01, Vol.11 (10), p.1681-1686
Main Authors: Lastra-Barreira, Beatriz, Díez, Josefina, Crochet, Pascale
Format: Article
Language:English
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Summary:Arene-ruthenium(ii) derivatives [RuCl2([small eta]6-C6H5OCH2CH2OH)(L)] (L = P(OMe)3 (2a), P(OEt)3 (2b), P(OiPr)3 (2c), P(OPh)3 (2d), PPh3 (2e)) have been prepared from the dimer [{RuCl([small mu ]-Cl)([small eta]6-C6H5OCH2CH2OH)}2] and the appropriate P-donor ligand. The hydroxyethoxy substituent on the arene induces water-solubility of the resulting complexes (up to 755 g L-1); in particular derivative 2a being one hundred times more soluble in water than its p-cymene congener [RuCl2([small eta]6-p-cymene){P(OMe)3}]. Compounds 2a-e are active catalysts for isomerization of allylic alcohols into the corresponding ketones in aqueous medium. The best performances are obtained with derivatives 2a-c which have shown the highest activity reported to date for the isomerization of aromatic or disubstituted substrates in water.
ISSN:1463-9262
1463-9270
DOI:10.1039/b914789f