One-Pot Preparation of Imines from Nitroarenes by a Tandem Process with an Ir–Pd Heterodimetallic Catalyst
comunitat-uji-handle:10234/9
comunitat-uji-handle2:10234/7053
comunitat-uji-handle3:10234/8639
comunitat-uji-handle4:
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http://dx.doi.org/10.1002/chem.201000801 |
Metadata
Title
One-Pot Preparation of Imines from Nitroarenes by a Tandem Process with an Ir–Pd Heterodimetallic CatalystDate
2010Publisher
Wiley-VCHISSN
0947-6539Bibliographic citation
Chemistry - A European Journal (2010), 16, 34, p. 10502–10506Type
info:eu-repo/semantics/articlePublisher version
http://onlinelibrary.wiley.com/doi/10.1002/chem.201000801/abstractSubject
Abstract
A new tandem catalytic process has been studied for a heterodimetallic complex containing both iridium and palladium fragments connected by a 1,2,4-trimethyltriazolyldiylidene ligand. The process implies the unprece ... [+]
A new tandem catalytic process has been studied for a heterodimetallic complex containing both iridium and palladium fragments connected by a 1,2,4-trimethyltriazolyldiylidene ligand. The process implies the unprecedented preparation of imines from the direct reaction of nitroarenes and primary alcohols. The global process comprises the following steps: 1) reduction of the nitroarene to an amine, 2) oxidation of the alcohol to aldehyde, and 3) condensation of the aldehyde and the amine to form the corresponding imine. The oxidation of the alcohol to aldehyde is promoted by the iridium fragment, while the reduction of the nitro group to amine is facilitated by palladium. A wide set of different catalytic systems has been studied, showing that the Ir/Pd complex 1 is a highly active and stable catalyst in the preparation of imines. [-]
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Copyright © 2010 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
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