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2025 , Vol. 45 >Issue 2: 466 - 476

DOI: https://doi.org/10.6023/cjoc202410002

综述与进展

不含手性取代基的平面手性环戊二烯基铑催化剂在不对称碳氢键活化中的应用

  • 邹瑜 ,
  • 郭伟聪 ,
  • 汪君
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  • 中山大学化学学院 广州 510006

收稿日期: 2024-10-05

  修回日期: 2024-11-24

  网络出版日期: 2024-12-27

基金资助

国家重点研发计划(2022YFA1504303); 广东省高等学校功能分子工程基础研究卓越中心资助项目.

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Application of Planar Chiral Cyclopentadienyl Rhodium Catalysts without Chiral Substituents in Asymmetric C—H Activation

  • Yu Zou ,
  • Weicong Guo ,
  • Jun Wang
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  • School of Chemistry, Sun Yat-Sen University, Guangzhou 510006
*E-mail:

Received date: 2024-10-05

  Revised date: 2024-11-24

  Online published: 2024-12-27

Supported by

National Key R&D Program of China(2022YFA1504303); Guangdong Basic Research Center of Excellence for Functional Molecular Engineering.

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摘要

手性环戊二烯基铑(CpRh)催化剂由于具有高稳定性、可调节性和独特的反应性而被广泛应用于不对称碳氢键活化反应中, 可以将简单有机分子高效转化为具有中心手性、平面手性、轴手性和螺旋手性的分子. 根据手性CpRh催化剂中Cp配体是否具有手性, 可将催化剂分为手性Cp衍生的催化剂和前手性Cp衍生的催化剂. 目前, 前者的开发已取得巨大成功, 而后者的研究较少. 综述了不含手性取代基的平面手性环戊二烯基铑催化剂的合成及其在不对称碳氢键活化反应中的应用, 并介绍了反应机理及立体控制模型. 最后, 探讨了该领域所面临的机遇与挑战.

关键词： 环戊二烯基; 铑; 平面手性; 不对称催化; 碳氢键活化

本文引用格式

邹瑜 , 郭伟聪 , 汪君 . 不含手性取代基的平面手性环戊二烯基铑催化剂在不对称碳氢键活化中的应用[J]. 有机化学, 2025 , 45(2) : 466 -476 . DOI: 10.6023/cjoc202410002

Abstract

Owing to the high stability, adjustability, and unique reactivity of chiral cyclopentadienyl rhodium (CpRh) catalysts, they are widely used in asymmetric C—H activation reactions for rapid construction of diverse and complex molecules bearing central chirality, planar chirality, axial chirality and helical chirality. According to whether the Cp ligand in chiral CpRh catalysts is chiral, the catalysts can be divided into chiral Cp-derived catalysts and prochiral Cp-derived catalysts. Currently, the development of the former has achieved great success, while research on the latter is relatively limited. The syntheses of planar chiral cyclopentadienyl rhodium catalysts without chiral substituents and their application in asymmetric C—H activation are summarized. The stereocontrol model and the mechanism are also discussed. Finally, the opportunities and challenges in developing the planar chiral cyclopentadienyl rhodium catalysts without chiral substituents are discussed.

Key words： cyclopentadienyl; rhodium; planar chirality; asymmetric catalysis; C—H activation

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