Modification of aluminum alkoxides with β-ketoesters: new insights into formation, structure and stability

[Al(O i Pr) 2 (β-ketoesterate)] 2 and Al(β-ketoesterate) 3 (β-ketoesterate = methyl, ethyl, iso - propyl, tert -butyl, allyl and 2-(methacryloyloxy)ethyl acetoacetate) were prepared by reaction of [Al(O i Pr) 3 ] 4 with the corresponding β-ketoesters. Al(β-ketoesterate) 3 derivatives were exclusivel...

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Bibliographic Details
Published in:Journal of sol-gel science and technology 2009-05, Vol.50 (2), p.130-140
Main Authors: Lichtenberger, Robert, Puchberger, Michael, Baumann, Stefan O., Schubert, Ulrich
Format: Article
Language:English
Subjects:
Alkoxides
Aluminum
Ceramics
Chemistry
Chemistry and Materials Science
Colloidal gels. Colloidal sols
Colloidal state and disperse state
Composites
Crystal structure
Crystals
Derivatives
Dimers
Exact sciences and technology
General and physical chemistry
Glass
High temperature
Inorganic Chemistry
Materials Science
Nanotechnology
Natural Materials
NMR spectroscopy
Oligomerization
Optical and Electronic Materials
Single crystals
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Structural analysis
Structural stability
Substitutes
Transesterification
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Summary:[Al(O i Pr) 2 (β-ketoesterate)] 2 and Al(β-ketoesterate) 3 (β-ketoesterate = methyl, ethyl, iso - propyl, tert -butyl, allyl and 2-(methacryloyloxy)ethyl acetoacetate) were prepared by reaction of [Al(O i Pr) 3 ] 4 with the corresponding β-ketoesters. Al(β-ketoesterate) 3 derivatives were exclusively formed at room temperature, whereas elevated reaction temperatures, causing thermal de-oligomerization of [Al(O i Pr) 3 ] 4 , were necessary for the formation of [Al(O i Pr) 2 (β-ketoesterate)] 2 . All compounds were characterized by NMR spectroscopy, and [Al(O i Pr) 2 ( tert -butyl acetoacetate)] 2 by a single crystal structure analysis. The [Al(O i Pr) 2 (β-ketoesterate)] 2 derivatives are asymmetrically substituted dimers with one octahedrally and one tetrahedrally substituted aluminum atom, bridged by two iso - propoxo groups, whereas the Al(β-ketoesterate) 3 derivatives are monomers with octahedrally coordinated aluminum. Transesterification as a possible side reaction was only observed at elevated temperatures for Al( tert -butyl acetoacetate) 3 in the presence of liberated iso - propanol.
ISSN:0928-0707
1573-4846
DOI:10.1007/s10971-008-1890-1