Heterogeneous chemoselective or stereoselective C–C coupling reactions remain extremely challenging in traditional organic synthesis. Here, we constructed a AuPd@N-rich carbon nitride (NRCN) photocatalyst through simple ammonia solution heat treatment of carbon nitride and then AuPd NP loading. AuPd@NRCN exhibited extraordinary light color promoted catalytic performance in C–C bond formation under visible light in air. Surprisingly, both high chemoselectivity to unsymmetrical Ullmann biaryl products and satisfactory stereoselectivity to Z-type Heck reaction products could be achieved by changing the light source color. Various substrates exhibited great potential for the economical synthesis of unsymmetrical biaryl products and Z-type olefins. Efficient visible light promoted C–I bond activation accompanied with improved photocatalytic coupling reaction efficiency over AuPd@NRCN was verified firstly by in situ DRIFTS. Considering that the Ullmann cross-coupling reaction is a multi-photon reaction, the improved photocatalytic performance in the Ullmann cross-coupling reaction using a combination of light sources with different colors might be due to the activation of different substrates and/or steps requiring different energies, and the combination of the two energy sources was beneficial for improving the activation efficiency of different substrates and/or steps. The activation of iodobenzene and styrene in the Heck reaction with light was also beneficial to the formation of the stilbene product. The light color promoted chemoselectivity and stereoselectivity are expected to have profound impact on organic synthetic methodology improvement.

中文翻译：

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富AuPd @ N的氮化碳上高效的光催化化学选择性和立体选择性CC键形成

在传统的有机合成中，异构的化学选择性或立体选择性C–C偶联反应仍然极具挑战性。在这里，我们通过对氮化碳进行简单的氨溶液热处理，然后进行AuPd NP负载，构建了一个富AuPd @ N的氮化碳（NRCN）光催化剂。AuPd @ NRCN在可见光下，在空气中的C–C键形成中表现出非凡的浅色促进催化性能。令人惊讶地，通过改变光源颜色，可以实现对不对称乌尔曼联芳基产物的高化学选择性和对Z型Heck反应产物的令人满意的立体选择性。各种底物在经济上合成不对称联芳基产物和Z具有巨大潜力型烯烃。首先通过原位验证了有效的可见光促进了C–I键活化，同时提高了AuPd @ NRCN的光催化偶联反应效率水滴。考虑到Ullmann交叉偶联反应是一个多光子反应，使用不同颜色的光源组合在Ullmann交叉偶联反应中提高的光催化性能可能是由于不同基质的激活和/或需要不同步骤的步骤引起的。能量，并且两种能量源的组合有利于提高不同基材和/或步骤的活化效率。用光在Heck反应中碘苯和苯乙烯的活化也有利于二苯乙烯产物的形成。浅色促进的化学选择性和立体选择性有望对有机合成方法的改进产生深远影响。