用于金属光氧化还原介导的芳基卤化物与烷基卤化物交叉亲电偶联的硫化镉量子点
CdS Quantum Dots for Metallaphotoredox-Enabled Cross-Electrophile Coupling of Aryl Halides with Alkyl Halides.
作者信息
Mouat Julianna M, Widness Jonas K, Enny Daniel G, Meidenbauer Mahilet T, Awan Farwa, Krauss Todd D, Weix Daniel J
机构信息
Department of Chemistry, University of Wisconsin-Madison, 1101 University Ave, Madison, WI 53706 USA.
Materials Science Program, University of Rochester, Rochester, NY 14627 USA.
出版信息
ACS Catal. 2023 Jul 7;13(13):9018-9024. doi: 10.1021/acscatal.3c01984. Epub 2023 Jun 22.
Abstract
Semiconductor quantum dots (QDs) offer many advantages as photocatalysts for synthetic photoredox catalysis, but no reports have explored the use of QDs with nickel catalysts for C-C bond formation. We show here that 5.7 nm CdS QDs are robust photocatalysts for photoredox-promoted cross-electrophile coupling (40 000 TON). These conditions can be utilized on small scale (96-well plate) or adapted to flow. NMR studies show that triethanolamine (TEOA) capped QDs are the active catalyst and that TEOA can displace native phosphonate and carboxylate ligands, demonstrating the importance of QD surface chemistry.
摘要
半导体量子点（QDs）作为用于合成光氧化还原催化的光催化剂具有许多优点，但尚无关于将量子点与镍催化剂用于碳-碳键形成的报道。我们在此表明，5.7纳米的硫化镉量子点是用于光氧化还原促进的交叉亲电偶联反应（40000个催化转化数）的稳健光催化剂。这些条件可用于小规模反应（96孔板）或适用于连续流动反应。核磁共振研究表明，三乙醇胺（TEOA）包覆的量子点是活性催化剂，并且TEOA可以取代天然的膦酸酯和羧酸酯配体，这证明了量子点表面化学的重要性。
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