Cross-coupling of aryl halides with nucleophiles is a synthetically attractive strategy to construct C–heteroatom bonds. Here we report a highly efficient photoinduced Ni-catalyzed method for the C–heteroatom cross-coupling of aryl halides. The reaction proceeds smoothly in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) under visible light irradiation and is distinct from that mediated by photoredox/nickel dual catalysis, requiring no external photosensitizers. A diverse range of nucleophiles, including amines, amides, sulfonamides, carboxylic acids, alcohols, thiophenols, phosphite and sodium sulfinate, are successfully coupled with electronically diverse aryl halides, presenting a universal approach for different C–heteroatom coupling reactions. Mechanistic studies suggest that a catalytically active Ni(I) species is generated via photoinduced ligand-to-metal charge transfer (LMCT) with DBU to access a Ni(I)/Ni(III) catalytic cycle.

中文翻译：

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可见光诱导的 Ni 催化 C-杂原子通过 LMCT 与 DBU 进行芳基卤化物的交叉偶联以获得 Ni(I)/Ni(III) 循环

芳基卤化物与亲核试剂的交叉偶联是构建 C-杂原子键的综合有吸引力的策略。在这里，我们报告了一种用于芳基卤化物的 C-杂原子交叉偶联的高效光诱导 Ni 催化方法。该反应在可见光照射下在 1,8-二氮杂双环[5.4.0]undec-7-ene (DBU) 存在下顺利进行，与光氧化还原/镍双催化介导的反应不同，不需要外部光敏剂。多种亲核试剂，包括胺、酰胺、磺酰胺、羧酸、醇、苯硫酚、亚磷酸盐和亚磺酸钠，成功地与电子多样化的芳基卤化物偶联，为不同的 C-杂原子偶联反应提供了一种通用方法。机理研究表明，具有催化活性的 Ni( I) 物种是通过光诱导配体-金属电荷转移 (LMCT) 与 DBU 产生的，以进入 Ni( I )/Ni( III ) 催化循环。