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Visible-light-initiated Sonogashira coupling reactions over CuO/TiO2 nanocomposites

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Abstract

CuO/TiO2 nanocomposites with different weight ratios of CuO were obtained by immersing TiO2 in aqueous solution of Cu(NO3)2, followed by heat treatment at 400 °C. The resultant CuO/TiO2 nanocomposites were fully characterized and their catalytic performance for light induced Sonogashira coupling reactions was investigated. CuO/TiO2 nanocomposites show catalytic activity for the Sonogashira coupling between aryl alkynes and aryl iodides under visible light, with optimum performance realized over the 20 wt% CuO/TiO2 nanocomposite. UV-vis DRS reveals that metal–metal charge transfer (MMCT) of Ti(III)/Cu(II) exists in the CuO/TiO2 nanocomposite. When irradiated, accompanied by an electron transfer from Ti(III) to Cu(II), the Ti(III)/Cu(II) moiety is excited to generate Ti(IV)/Cu(I). The as-formed Cu(I) coordinates with the deprotonated phenylacetylene to form copper phenylacetylide, which acts as an active intermediate for Sonogashira coupling reactions. This study not only provides an efficient method to realize Sonogashira coupling reactions under visible light, but also highlights the great potential of photocatalysis in light induced organic syntheses.

Graphical abstract: Visible-light-initiated Sonogashira coupling reactions over CuO/TiO2 nanocomposites

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Publication details

The article was received on 13 Nov 2018, accepted on 03 Dec 2018 and first published on 03 Dec 2018


Article type: Paper
DOI: 10.1039/C8CY02333F
Citation: Catal. Sci. Technol., 2019, Advance Article
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    Visible-light-initiated Sonogashira coupling reactions over CuO/TiO2 nanocomposites

    Y. Li, X. Feng and Z. Li, Catal. Sci. Technol., 2019, Advance Article , DOI: 10.1039/C8CY02333F

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