Efficient heterogeneous photocatalytic C–C coupling of halogenated arenes mediated by metal cocatalyst

Abstract

Heterogeneous photocatalysis offers an eco-friendly platform for selective C-C coupling of benzyl halides via hydro-dehalogenation by employing alcohols as the hydrogen donor, yet the reaction rate under visible light irradiation...

Heterogeneous Photocatalytic Recycling of FeX2/FeX3 for Efficient Halogenation of C−H Bonds Using NaX

“…Note that bibenzyl is the main product when pristine TiO 2 is employed as the photocatalyst (Figure S29), formed via the rapid hydrodehalogenation of photogenerated benzyl chloride [24] . In comparison, pristine g‐C 3 N 4 presents a very slow reaction rate for the hydrodehalogenation process, thus resulting in a high selectivity to benzyl chloride [25] …”

“…[24] In comparison, pristine g-C 3 N 4 presents a very slow reaction rate for the hydrodehalogenation process, thus resulting in a high selectivity to benzyl chloride. [25] Additionally, the chlorination of a series of hydrocarbons with high conversion and selectivity by using a FeCl 2 -Pd/TiO 2 photocatalytic system in acetonitrile solution (Figure 4). Here metallic Pd nanoparticles are supported on TiO 2 , serving as a cocatalyst to facilitate the hydrogen abstraction from the methyl group of toluene (Table S4).…”

Heterogeneous Photocatalytic Hydrogenative Reactions Using Liquid Hydrogen Donors: Mechanisms, Catalysts Design, and Applications

“…The presence of Ni cocatalyst enhances a moderate adsorption of benzyl halogen molecule and a rapid removal of active halogen species via the formation of halogen anions compared to Cu/gCN, thus resulting in a 13time enhancement. [49] The high performance of Ni/gCN makes it a promising photocatalyst for photocatalytic flow-synthesis of value-added bibenzyls. The O 2 consumption under irradiation using g-C 3 N 4 , A-gC 3 N 4 , and TiO 2 determined by in-situ MS. Reproduced with permission.…”

“…successfully developed a Ni decorated g‐C 3 N 4 (Ni/gCN) to further improve the reaction rate of benzyl bromide homocoupling under visible light. The presence of Ni cocatalyst enhances a moderate adsorption of benzyl halogen molecule and a rapid removal of active halogen species via the formation of halogen anions compared to Cu/gCN, thus resulting in a 13‐time enhancement [49] . The high performance of Ni/gCN makes it a promising photocatalyst for photocatalytic flow‐synthesis of value‐added bibenzyls.…”

Effective Activation of Strong C−Cl Bonds for Highly Selective Photosynthesis of Bibenzyl via Homo‐Coupling

“…Alkyl halides are important reactants in constructing CÀ C bond for fine chemicals, pharmaceutically active compounds and agricultural chemicals. [19] Compared with alkyl chloride, alkyl bromides have been used and reported more intensively [16][17][18][20][21][22][23][24] because CÀ Br bond has a much lower energy (285 kJ mol À 1 ) than that of CÀ Cl (327 kJ mol À 1 ), [25] so the former is more easily activated and the product selectivity is also well controlled. However, alkyl chlorides have superior properties than alkyl bromides, [26] such as low-cost and abundance and reduced toxicity.…”