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3,5-Di-tert-butylsalicylaldehyde

3,5'-Di-tert-butylsalicylaldehyde is an organic compound. It is a pale yellow solid. This aldehyde is a building block for preparing salen ligands.

Preparation

This compound is commercially available. It may be prepared by the Duff reaction, from 2,4-di-tert-butylphenol and hexamethylenetetramine:

:[[File:Duff reaction.svg|300px]]

Reactions

Condensation of this aldehyde with various diamines gives various salen ligands, which are popular for catalysis. For example, the enantiopure ligand for Jacobsen's catalyst may be prepared from the appropriate 1,2-diaminocyclohexane. The catalyst is obtained by further reaction with manganese(II) acetate and atmospheric oxygen in the presence of a chloride source.

:[[File:Synthesis of (R,R)-Jacobsen's catalyst.png|525px]]

References

Jay F. Larrow and Eric N. Jacobsen. (2004). "(R,R)-N,N'-Bis(3,5-Di-tert-Butylsalicylidene)-1,2-Cyclohexanediamino Manganese(III) Chloride, A Highly Enantioselective Epoxidation Catalyst".

Wikipedia Source

This article was imported from Wikipedia and is available under the Creative Commons Attribution-ShareAlike 4.0 License. Content has been adapted to SurfDoc format. Original contributors can be found on the article history page.

salicylaldehyde-derivatives tert-butyl-compounds

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