Scholarlink

<p>The photocatalytic mono- and dicarboxylation of alkenes using oxalate as the carboxylation agent, yielding substituted succinic acid and adipic acid, holds significant potential industrial value. Herein, we report the design and development of a novel pincer CCC-Ir(III) photocatalyst integrating a spiro-<i>N</i>- heterocyclic carbene (NHC) and a 1,4-diaza ligand, which can be effectively excited under blue light illumination (λ<sub>abs</sub> = 488 nm). This catalyst enables highly regioselective mono- and dicarboxylation of alkenes under visible-light photocatalytic conditions. Various substituted succinic acids and adipic acids were obtained in high yields with high regioselectivities (up to 97% yield and &gt;20:1 regioselectivity ratio). Mechanistic investigations reveal that the well-matched redox potential of the pincer CCC-Ir(III) photocatalyst (<b>PC1</b>) (<i>E</i><sub>p/2</sub>(Ir<sub>III</sub>*/Ir<sub>II</sub>) = 0.59 V <i>vs</i>. SCE and <i>E</i><sub>p/2</sub>(Ir<sub>III</sub>/Ir<sub>II</sub>) =.1.60 V <i>vs</i>. SCE) with the reaction system, along with its stable structure, are likely the critical factors contributing to the high reaction efficiency.</p>

错误：搜索内容不能为空，请输入英文关键词
错误：关键词超出字数限制，请精简
高级检索

Mono- and dicarboxylation of alkenes with oxalate catalyzed by a spiro-NHC-Ir(III) photocatalyst system

  • 期刊论文

  • 发表日期：

    2025年9月19日

查看全文
  • Wen-Ping Xie,
  • Zhi-Min Chen,
  • Yi-Zhe Zhao,
  • Heng Cai,
  • Xu-Rui Liu,
  • Yu-Bo Qiao,
  • Qi-Long Chen,
  • Tong-Mei Ding,
  • Yong-Qiang Tu

摘要

The photocatalytic mono- and dicarboxylation of alkenes using oxalate as the carboxylation agent, yielding substituted succinic acid and adipic acid, holds significant potential industrial value. Herein, we report the design and development of a novel pincer CCC-Ir(III) photocatalyst integrating a spiro-N- heterocyclic carbene (NHC) and a 1,4-diaza ligand, which can be effectively excited under blue light illumination (λabs = 488 nm). This catalyst enables highly regioselective mono- and dicarboxylation of alkenes under visible-light photocatalytic conditions. Various substituted succinic acids and adipic acids were obtained in high yields with high regioselectivities (up to 97% yield and >20:1 regioselectivity ratio). Mechanistic investigations reveal that the well-matched redox potential of the pincer CCC-Ir(III) photocatalyst (PC1) (Ep/2(IrIII*/IrII) = 0.59 V vs. SCE and Ep/2(IrIII/IrII) =.1.60 V vs. SCE) with the reaction system, along with its stable structure, are likely the critical factors contributing to the high reaction efficiency.