Copper Exchanged SiO2/Al2O3 Catalyst Prepared by Sol-Gel Method for Intermolecular Hydroamination of Terminal Alkynes

Author(s): Swati L. Pandhare, Trupti V. Kotbagi, Mohan K. Dongare, Shubhangi B. Umbarkar

Journal Name: Current Catalysis

Volume 2 , Issue 1 , 2013

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Catalytic hydroamination of terminal alkynes with amines is the most attractive C-N bond forming method. Intermolecular hydroamination of terminal alkynes with aromatic amine has been carried out using Cu- exchanged SiO2/Al2O3 as a heterogeneous catalyst. SiO2/Al2O3 with Si/Al ratio 12.5 has been prepared by novel sol-gel method using tetraethyl orthosilicate and aluminium sec-butoxide as Si and Al precursors respectively. The catalyst has been extensively characterized using various physicochemical and spectroscopic techniques viz., X-ray diffraction analysis, BET surface area, NH3-TPD, FTIR of adsorbed pyridine and 29Si and 27Al NMR. The catalyst showed very high conversion up to 97% and turnover number of 335 for intermolecular hydroamination of terminal alkynes with amines. The reaction proceeded smoothly with highly selective Markonikov addition product.

Keywords: Hydroamination, intermolecular, Markonikov, terminal alkynes, aromatic amines, Cu-exchanged, sol-gel, silicaalumina

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Article Details

Year: 2013
Page: [62 - 69]
Pages: 8
DOI: 10.2174/2211544711302010010

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