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Synthesis 2017; 49(17): 3998-4006
DOI: 10.1055/s-0036-1588446
DOI: 10.1055/s-0036-1588446
paper
Solvent-Free Synthesis of Salen Ligands and Pd(II)– and Cu(II)–Salen Complexes: Their Use in the Oxidation of α-Tetralones to α-Naphthols
Further Information
Publication History
Received: 27 March 2017
Accepted after revision: 08 May 2017
Publication Date:
27 June 2017 (online)
Abstract
Racemic trans-cyclohexane-1,2-diamine was allowed to react with eleven aldehydes with different patterns of substitution at the aromatic ring, in the absence of solvent, by manually milling the reagents. The corresponding imines were obtained in moderated to high chemical yields, in only 10 minutes of reaction. A one-pot, two-step preparation of stable complexes of selected imines with Pd(OAc)2 and Cu(OAc)2 and the use of these complexes as catalysts in the aromatization of methyl 1-oxo-1,2,3,4-tetrahydronaphthalene-2-carboxylate to the corresponding methyl 1-hydroxynaphthalene-2-carboxylates, is also reported.
Key words
copper–Salen complexes - palladium–Salen complexes - trans-cyclohexane-1,2-diamine - solvent-free - mechanochemistry - aromatization reactionSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0036-1588446.
- Supporting Information
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