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Title: Effects of appended hydroxyl groups and ligand chain length on copper coordination and oxidation activity
Authors: Attawit Jehdaramarn
Soraya Pornsuwan
Phongnarin Chumsaeng
Khamphee Phomphrai
Preeyanuch Sangtrirutnugul
Vidyasirimedhi Institute of Science and Technology
Mahidol University
Keywords: Chemical Engineering;Chemistry;Materials Science
Issue Date: 1-Jan-2018
Citation: New Journal of Chemistry. Vol.42, No.1 (2018), 654-661
Abstract: © 2018 The Royal Society of Chemistry and the Centre National de la Recherche Scientifique. Treatment of a series of (imino)pyridine ligands bearing appended hydroxyl groups 2-((pyridin-2-ylmethylene)amino)phenol (Hpyph), 2-((pyridin-2-ylmethylene)amino)ethanol (Hpyet), and 3-((pyridin-2-ylmethylene)amino)propanol (Hpypr) with one equiv. of CuCl2·2H2O afforded the corresponding Cu(ii) complexes in low to moderate yields. The crystal structure of (μ-Cl)2[CuCl(κ2-N,N-Hpyet)]2 reveals a symmetric dinuclear structure with the bidentate N,N-coordination mode of (imino)pyridine with no Cu-OH interaction. On the other hand, the dinuclear Cu(ii) complex of the related propyl ligand Hpypr possesses a significantly different crystal structure involving nucleophilic addition of the hydroxyl group to the aldehyde group of 2-pyridinecarboxaldehyde. The Cu complex/Cu0/TEMPO/Na2CO3 (TEMPO = 2,2,6,6-tetramethylpiperidinyl-1-oxyl) catalyst system generally exhibited good activity for aerobic oxidation of benzyl alcohol to benzaldehyde in H2O at room temperature. The dinuclear Cu(ii) complex (μ-Cl)2[CuCl(κ2-N,N-Hpyet)]2 was demonstrated as an effective catalyst toward aerobic oxidation of various benzyl alcohol derivatives, cinnamyl alcohol, and 2-thiophenemethanol.
ISSN: 13699261
Appears in Collections:Scopus 2018

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