Utilizing Cu_xO nanoparticles supported on carbon nanotube as catalyst, visible-light could efficiently transform Glaser homo-coupling into Sonogashira cross-coupling. The isolated Sonogashira product yield is up to 0.58 mmol (sel. 97%) under visible-light irradiation while the Glaser product achieves 0.45 mmol (sel. 92%) in the dark for phenylacetylene and iodobenzene. We also discover that the active species under light irradiation is different from that in the dark. The visible light-driven adsorption of aromatic iodides on Cu_xO nanoparticles and light-excited copper(I) phenylacetylide intermediates together enables the high selectivity of Sonogashira product. The synergistic effect between Cu(II) and Cu(I) acetylide dimer complex enhances the Glaser product yield in the dark.

利用负载在碳纳米管上的Cu _x O 纳米粒子作为催化剂，可见光可以有效地将 Glaser 均偶联转化为 Sonogashira 交叉偶联。在可见光照射下，分离出的 Sonogashira 产物收率高达 0.58 mmol (sel. 97%)，而 Glaser 产物在黑暗中对苯乙炔和碘苯的收率达到 0.45 mmol (sel. 92%)。我们还发现光照射下的活性物种与黑暗中的活性物种不同。芳香碘化物在 Cu _x O 纳米颗粒上的可见光驱动吸附和光激发的苯乙炔铜（I）中间体共同实现了 Sonogashira 产品的高选择性。Cu(II) 和 Cu(I) 乙炔二聚体复合物之间的协同作用提高了 Glaser 产品在黑暗中的产量。