Lanthanide formamidinates as improved catalysts for the Tishchenko reaction

Zuyls, Agustino, Roesky, Peter W., Deacon, Glen B., Konstas, Kristina, and Junk, Peter C. (2008) Lanthanide formamidinates as improved catalysts for the Tishchenko reaction. European Journal of Inorganic Chemistry, 2008 (4). pp. 693-697.

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The tris(formamidinato)lanthanum(III) complexes [La(o-TolForm)3(thf)2] [1; o-TolForm = N,N'-bis(o-tolyl)formamidinate], [La(XylForm)3(thf)] [2; XylForm = N,N'-bis(2,6-dimethylphenyl)formamidinate], and [La(EtForm)3] [3, EtForm = N,N'-bis(2,6-diethylphenyl)formamidinate] are a new class of precatalysts for the Tishchenko reaction. Their catalytic activity is a result of their high Lewis acidity and the ease with which the ligand spheres can be interchanged. For the dimerization of benzaldehyde to give benzyl benzoate, which is a benchmark reaction, compound 1 is, to the best of our knowledge, the most active catalyst ever reported. On a preparative scale, the reaction can be performed in the absence of solvent. A range of aromatic, heteroaromatic, and aliphatic aldehydes was rapidly converted into the corresponding esters by using catalysts 1–3.

Item ID: 29627
Item Type: Article (Research - C1)
ISSN: 1099-0682
Keywords: aldehydes, homogeneous catalysis, lanthanum, N ligands, rare-earth formamidinates
Funders: Deutsche Forschungsgemeinschaft, Fonds der Chemischen Industrie, Australian Research Council (ARC)
Date Deposited: 02 Oct 2013 10:34
FoR Codes: 03 CHEMICAL SCIENCES > 0302 Inorganic Chemistry > 030202 f-Block Chemistry @ 100%
SEO Codes: 97 EXPANDING KNOWLEDGE > 970103 Expanding Knowledge in the Chemical Sciences @ 100%
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