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Issue 10, 2010
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In situalkylation of N-heterocycles in organic templated cuprous halides

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Five new cuprous halides formulated as [etpy][Cu3I4] 1, [mepy][Cu2Br3] 2, [mepy][Cu2I3] 3 [dmebpp][Cu7Br9] 4 and [dmeDABCO]4[Cu8I16] 5 (etpy = N-ethylpyridyl; mepy = N-methylpyridyl; dmebpp = N,N′-dimethyl-1,3-bis(4-pyridyl)propane; dmeDABCO = N,N′-dimethyl-1,4-diazabicyclo-[2.2.2]octane) have been prepared by solvothermal reactions of a copper source, halides and N-heterocyclic ligands in alcoholic solution. 1 contains an unprecedented trigonal two-dimensional cuprous halide layer Cu3I4 constructed from trimeric Cu3I8 units via sharing peripheral μ3-iodines; isostructural 2 and 3 contain infinite Cu2X3 chains in which the copper atoms are arranged into a ladder; 4 is composed of novel twofold helical cuprous halide chains Cu7Br92 built up by CuBr4 and CuBr3; 5 contains an infinite edge-sharing tetrahedral chain with a periodic sequence of eight CuI4 tetrahedra. In situ alkylation reactions of N-heterocycles with alcohols generated organic cationic templates, which played an important role in the control of the structures of anionic cuprous halides. A possible alkylation mechanism of N-heterocycles in the system has been proposed. The fluorescence properties of 1 and 4 were investigated. Time-dependent density functional theory (TD-DFT) calculations were carried out on the excited electronic states of 1 in order to understand the emission mechanism.

Graphical abstract: In situ alkylation of N-heterocycles in organic templated cuprous halides

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Supplementary files

Article information

28 Oct 2009
17 Dec 2009
First published
02 Feb 2010

Dalton Trans., 2010,39, 2701-2707
Article type

In situ alkylation of N-heterocycles in organic templated cuprous halides

J. Hou, S. Li, C. Li and X. Zhang, Dalton Trans., 2010, 39, 2701
DOI: 10.1039/B922583H

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