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Morphology dependant oxidation of aromatic alcohols by new symmetrical copper(II) metallatriangles formed by self-assembly of a shared bis-benzimidazolyl diamide ligand

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Title: Morphology dependant oxidation of aromatic alcohols by new symmetrical copper(II) metallatriangles formed by self-assembly of a shared bis-benzimidazolyl diamide ligand
Authors: Mahiya, Kuldeep1, Mathur, Pavan pavanmat@yahoo.co.in
Source: Inorganica Chimica Acta. Apr2013, Vol. 399, p36-44. 9p.
Subjects: Aromatic compounds, Oxidation of chemical alcohols, Symmetry (Physics), Molecular self-assembly, Diamides, Ligands (Chemistry), Benzimidazoles, Copper ions
Abstract: Abstract: A new bis-benzimidazole-based diamide ligand N 2,N 2′-bis((1H-benzo[d]imidazol-2-yl)methyl)-[1,1′-biphenyl]-2,2′-dicarboxamide, L and its three Cu(II) metallatriangles of general formula [Cu3(L)3X3]·3X·nH2O (where X=Cl, Br, NO3) have been synthesized and one of them is structurally characterized. X-ray diffraction work reveals that the metallatriangle [Cu3(L)3Cl3]·3Cl·15H2O crystallizes in trigonal R space group with two independent molecules in the asymmetric unit. The asymmetric unit contains only one-third of the molecules and the rest are generated by the crystallographic axis. Each copper(II) ion adopts a highly distorted square pyramidal geometry. The copper(II) metallatriangles are used as catalyst to carry out the oxidation of substituted benzyl alcohols heterogeneously, in the presence of tert-butyl hydroperoxide. Interestingly, the ratio of product profile and the percentage conversion of the products changes with the surface morphology of the metallatriangle employed as a catalyst. A kite type morphology is found to be highly selective to the formation of acid product over the aldehyde, while a hexagonal type morphology results in a mixed acid+aldehyde product. The initial rate of formation of the aldehyde is found to be almost independent of the amount of catalyst employed. [Copyright &y& Elsevier]
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Database: Engineering Source
Description
Abstract:Abstract: A new bis-benzimidazole-based diamide ligand N 2,N 2′-bis((1H-benzo[d]imidazol-2-yl)methyl)-[1,1′-biphenyl]-2,2′-dicarboxamide, L and its three Cu(II) metallatriangles of general formula [Cu3(L)3X3]·3X·nH2O (where X=Cl, Br, NO3) have been synthesized and one of them is structurally characterized. X-ray diffraction work reveals that the metallatriangle [Cu3(L)3Cl3]·3Cl·15H2O crystallizes in trigonal R space group with two independent molecules in the asymmetric unit. The asymmetric unit contains only one-third of the molecules and the rest are generated by the crystallographic axis. Each copper(II) ion adopts a highly distorted square pyramidal geometry. The copper(II) metallatriangles are used as catalyst to carry out the oxidation of substituted benzyl alcohols heterogeneously, in the presence of tert-butyl hydroperoxide. Interestingly, the ratio of product profile and the percentage conversion of the products changes with the surface morphology of the metallatriangle employed as a catalyst. A kite type morphology is found to be highly selective to the formation of acid product over the aldehyde, while a hexagonal type morphology results in a mixed acid+aldehyde product. The initial rate of formation of the aldehyde is found to be almost independent of the amount of catalyst employed. [Copyright &y& Elsevier]
ISSN:00201693
DOI:10.1016/j.ica.2012.12.037