Please use this identifier to cite or link to this item: http://hdl.handle.net/10397/18527
Title: The lewis acidic ruthenium-complex-catalyzed addition of beta-diketones to alcohols and Styrenes is in fact bronsted acid catalyzed
Authors: Liu, PN
Zhou, ZY
Lau, CP
Keywords: Beta-diketones
Addition reaction
Alcohols
Bronsted acids
Ruthenium
Issue Date: 2007
Publisher: Wiley-VCH
Source: Chemistry - a European journal, 2007, v. 13, no. 30, p. 8610-8619 How to cite?
Journal: Chemistry - a European journal 
Abstract: The perchlorate salt of the dicationic bipy-ruthenium complex cis-[Ru(6,6(')-Cl(2)bipy)(2)(H2O)(2)](2+) effectively catalyzes addition of beta-diketones to secondary alcohols and styrenes to yield the a-alkylated beta-diketones. in a catalytic addition reaction of acetylacetone to 1-phenylethanol, the kappa(2)-acetylacetonate complex [Ru(6(2)6(')-Cl(2)bipy)(2)(kappa(2)-acac)]CIO4 was isolated after the catalysis; this complex is readily synthesized by reacting cis-[Ru(6,6(')-Cl(2)bipy)(2)-(H2O)(2)](ClO4)(2) with acetylacetone. [Ru(6,6(')-Cl(2)bipy)(2)(kappa(2)-acac)]ClO4 is unreactive toward 1-phenylethanol in the presence of HClO4; it also fails to catalyze the addition of acetylacetone to 1-phenylethanol. On the basis of these observations, it is proposed and confirmed by independent experiments that the catalytic addition of beta-diketones to the secondary alcohols is in fact catalyzed by the Bronsted acid HClO4, which is generated by the reaction of cis-[Ru(6,6(')-Cl(2)bipy)(2)(H2O)(2)]-(ClO4)(2) with the beta-diketone.
URI: http://hdl.handle.net/10397/18527
ISSN: 0947-6539
EISSN: 1521-3765
DOI: 10.1002/chem.200700705
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