- Aerobic C?H Hydroxylation by Copper Imine Complexes: The Clip-and-Cleave Concept – Versatility and Limits
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The intramolecular ligand hydroxylation of a series of copper(I) imine complexes during their reaction with dioxygen had been systematically studied. The so-called clip-and-cleave concept offers a facile way to oxygenate aldehydes or ketones. A copper(I)
- Specht, Pascal,Petrillo, Alexander,Becker, Jonathan,Schindler, Siegfried
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supporting information
p. 1961 - 1970
(2021/05/03)
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- Selective Aromatic Hydroxylation with Dioxygen and Simple Copper Imine Complexes
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The formation of a bis(μ-oxido)dicopper complex with the ligand 2-(diethylaminoethyl)-6-phenylpyridine (PPN) and its subsequent hydroxylation of the pendant phenyl group (studied earlier by Holland et al., Angew. Chem. Int. Ed. 1999, 38, 1139-1142) has been reinvestigated to gain a better understanding of such systems in view of the development of new synthetic applications. To this end, we prepared a simple copper imine complex system that also affords selective o-hydroxylation of aromatic aldehydes by using dioxygen as the oxidant: Applying the ligand N′-benzylidene-N,N-diethylethylenediamine (BDED), salicylaldehyde was prepared in good yields and we show that this reaction also occurs through an intermediate bis-μ-oxido copper complex. The underlying reaction mechanism for the PPN-supported complex was studied at the BLYP-D/TZVP level of density functional theory and the results for representative stationary points along reaction paths of the BDED-supported complex reveal a closely related mechanistic scenario. The results demonstrate a new facile synthetic way to introduce OH groups into aromatic aldehydes.
- Becker, Jonathan,Gupta, Puneet,Angersbach, Friedrich,Tuczek, Felix,N?ther, Christian,Holthausen, Max C.,Schindler, Siegfried
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p. 11735 - 11744
(2015/08/11)
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- Molecular structure and linkage isomerization in copper(II) complexes containing N,N-dialkyl-N'-benzylethylenediamine and thiocyanate ligands: A combined crystallographic, spectroscopic and DFT study
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A combined experimental and computational study of three thiocyanate-Cu(II) complexes with general formula [Cu(L n )2(NCS)]ClO 4, (L1 = N,N-dimethyl,N'-benzyl-ethylenediamine, L 2 = N,N-diethylyl,N'-b
- Golchoubian, Hamid,Koohzad, Sara
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p. 327 - 335
(2014/04/17)
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- SYNTHESIS AND SOME TRANSFORMATIONS OF 1-ARYL-2-AZA-1,3-BUTADIENES
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The synthesis of 1-aryl-2-aza-1,3-butadienes was realized by the alkaline cleavage of diethylmethyl(4-aryl-3-aza-3-butenyl)ammonium iodides or by the dehydrochlorination of 1-chloro-4-phenyl-3-aza-3-butene.They react with alcohol at the terminal vinyl group.The direction of reaction with amines depends to a large degree on the nature of the nucleophile.
- Nikogosyan, L. L.,Nersesyan, K. A.,Satina, T. Ya.,Panosyan, G. A.,Indzhikyan, M. G.
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p. 671 - 675
(2007/10/02)
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