Cu( ii ) complex heterogenized on SBA-15: a highly efficient and additive-free solid catalyst for the homocoupling of alkynes

A Cu(ii) complex has been heterogenized on SBA-15 by functionalization of SBA-15 with (N1-propylethane-1,2-diamine) triethoxysilane (NN-SBA-15) followed by anchoring of 2-pyridinecarboxaldehyde through Schiff's base formation between the terminal -NH sub(2) and the aldehyde group of 2-pyridinec...

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Bibliographic Details
Published in:RSC advances 2014-01, Vol.4 (8), p.3718-3725
Main Authors: Narani, Anand, Marella, Ravi Kumar, Ramudu, Pochamoni, Rama Rao, Kamaraju Seetha, Burri, David Raju
Format: Article
Language:English
Subjects:
ALDEHYDES
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Summary:A Cu(ii) complex has been heterogenized on SBA-15 by functionalization of SBA-15 with (N1-propylethane-1,2-diamine) triethoxysilane (NN-SBA-15) followed by anchoring of 2-pyridinecarboxaldehyde through Schiff's base formation between the terminal -NH sub(2) and the aldehyde group of 2-pyridinecarboxaldehyde (Py-NN-SBA-15), and finally, copper(ii) was immobilized through complexation. Copper(ii) complex heterogenized on SBA-15 (Cu(ii)-SBA-15) has been thoroughly characterized by different techniques such as N sub(2) sorption, small-angle X-ray diffraction (XRD), thermogravimetric analysis (TGA), X-ray photoelectron spectroscopy (XPS), transmission electron microscopy (TEM) and solid-state super(13)C CP-MAS NMR spectroscopy. Cu(ii)-SBA-15 is an efficient heterogenized solid catalyst for the oxidative homocoupling of phenyl acetylene into 1,4-diphenylbuta-1,3-diyne with a yield of 97%, even in the absence of palladium, co-catalyst and base additives. In the case of the homocoupling of other aromatic and aliphatic terminal alkynes, the yields were 85-98%.
ISSN:2046-2069
2046-2069
DOI:10.1039/C3RA44213F