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Citation: Shuai Chen, Yihan Gucheng, Chengjian Zhu, Jin Xie. 可见光介导的sp³碳氢键官能团化[J]. University Chemistry, ;2022, 37(7): 211006. doi: 10.3866/PKU.DXHX202110063 shu

可见光介导的sp³碳氢键官能团化

School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210023, China

Corresponding author: Jin Xie, xie@nju.edu.cn
Received Date: 22 October 2021

可见光作为化学反应的能量来源，具有经济、洁净、节能等诸多优点，而且可见光氧化还原催化的反应与传统的加热反应相比，激发态下活化能相对更低。因此，可见光氧化还原催化的许多反应都可以在非常温和的反应条件下进行。近年来，sp³碳氢键的高选择性官能团化已成为有机合成化学前沿领域最具创造性的新策略之一。本文围绕着可见光催化的基本原理，介绍其催化的杂原子α-位、苄基位、烯丙位以及非活化位点等多种sp³碳氢键的官能团化反应，为天然产物和药物分子的后期官能团化修饰提供了一种强有力的策略。
- Visible light,
- C-H activation,
- Radical,
- Organic chemistry
1. [1]
  Ciamician, G. Science 1912, 36(926), 385.
2. [2]
  Nicewicz, D. A.; MacMillan, D. W. C. Science 2008, 322(5898), 77.
3. [3]
  Ischay, M. A.; Anzovino, M. E.; Du, J.; Yoon T. P. J. Am. Chem. Soc. 2008, 130(39), 12886.
4. [4]
  Narayanam, J. M.; Tucker, J. W.; Stephenson, C. R. J. Am. Chem. Soc. 2009, 131(25), 8756.
5. [5]
  Christopher, K. P.; Danica, A. R.; MacMillan, D. W. C. Chem. Rev. 2013, 113(7), 5322.
6. [6]
  Condie, A. G.; Gonzalez-Gomez, J. C.; Stephenson, C. R. J. Am. Chem. Soc. 2010, 132(5), 1464.
7. [7]
  Jin, J.; MacMillan, D. W. C. Angew. Chem. Int. Ed. 2015, 54(5), 1565.
8. [8]
  Jungwon, K.; Byungjoon, K.; Soon, H. H. ACS Catal. 2020, 10(11), 6013.
9. [9]
  Xu, W. T.; Ma, J. Y.; Yuan, X.-A.; Dai, J.; Xie, J.; Zhu, C. J. Angew. Chem. Int. Ed. 2018, 57(32), 10357.
10. [10]
  Qin, Q. X.; Yu, S. Y. Org. Lett. 2015, 17(8), 1894.
11. [11]
  Jia, P. H.; Li, Q. Y.; Poh, W. C.; Jiang, H. M.; Liu, H. W.; Deng, H. P.; Wu, J. Chem 2020, 6(7), 1766.
12. [12]
13. [13]
  Xie, J.; Zhu, C. J. Sustainable C (sp³)-H Bond Functionalization; Springer:Heidelberg, Baden-Württemberg, Germany, 2016.
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可见光介导的sp3碳氢键官能团化

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可见光介导的sp³碳氢键官能团化