IDEAS home Printed from https://ideas.repec.org/a/nat/natcom/v16y2025i1d10.1038_s41467-025-58316-1.html
   My bibliography  Save this article

Iridium porphyrin-catalysed asymmetric carbene insertion into primary N-adjacent C–H bonds with TON over 1000000

Author

Listed:
  • Zong-Rui Li

    (Shanghai Institute of Organic Chemistry)

  • Kun Zhan

    (The University of Hong Kong)

  • Yi-Jie Wang

    (Shanghai Institute of Organic Chemistry)

  • Liang-Liang Wu

    (Beijing Normal University)

  • Guo-Lin Lu

    (Shanghai Institute of Organic Chemistry)

  • Hao-Yang Wang

    (Shanghai Institute of Organic Chemistry)

  • Xiao-Long Wan

    (Shanghai Institute of Organic Chemistry)

  • Zhen-Jiang Xu

    (Shanghai Institute of Organic Chemistry)

  • Kam-Hung Low

    (The University of Hong Kong)

  • Chi-Ming Che

    (Shanghai Institute of Organic Chemistry
    The University of Hong Kong)

Abstract

Selective functionalization of ubiquitous C-H bonds in organic molecules provides a straightforward and efficient approach to construct complex molecules with fewer synthetic steps and high atom economy, thus promoting more sustainable and economical chemical synthesis. A formidable challenge in the field is to increase the turnover numbers (TONs) for catalytic C-H functionalization reactions reported in the literature (generally

Suggested Citation

  • Zong-Rui Li & Kun Zhan & Yi-Jie Wang & Liang-Liang Wu & Guo-Lin Lu & Hao-Yang Wang & Xiao-Long Wan & Zhen-Jiang Xu & Kam-Hung Low & Chi-Ming Che, 2025. "Iridium porphyrin-catalysed asymmetric carbene insertion into primary N-adjacent C–H bonds with TON over 1000000," Nature Communications, Nature, vol. 16(1), pages 1-11, December.
    • Handle: RePEc:nat:natcom:v:16:y:2025:i:1:d:10.1038_s41467-025-58316-1
    DOI: 10.1038/s41467-025-58316-1
    as

    Download full text from publisher

    File URL: https://www.nature.com/articles/s41467-025-58316-1
    File Function: Abstract
    Download Restriction: no
    File URL: https://libkey.io/10.1038/s41467-025-58316-1?utm_source=ideas
    LibKey link: if access is restricted and if your library uses this service, LibKey will redirect you to where you can use your library subscription to access this item
    ---><---

    References listed on IDEAS

    as
    1. Kuangbiao Liao & Thomas C. Pickel & Vyacheslav Boyarskikh & John Bacsa & Djamaladdin G. Musaev & Huw M. L. Davies, 2017. "Site-selective and stereoselective functionalization of non-activated tertiary C–H bonds," Nature, Nature, vol. 551(7682), pages 609-613, November.
    2. Hanna M. Key & Paweł Dydio & Douglas S. Clark & John F. Hartwig, 2016. "Abiological catalysis by artificial haem proteins containing noble metals in place of iron," Nature, Nature, vol. 534(7608), pages 534-537, June.
    3. Congcong Yin & Ya-Fei Jiang & Fanping Huang & Cong-Qiao Xu & Yingmin Pan & Shuang Gao & Gen-Qiang Chen & Xiaobing Ding & Shao-Tao Bai & Qiwei Lang & Jun Li & Xumu Zhang, 2023. "A 13-million turnover-number anionic Ir-catalyst for a selective industrial route to chiral nicotine," Nature Communications, Nature, vol. 14(1), pages 1-7, December.
    4. Jiantao Fu & Zhi Ren & John Bacsa & Djamaladdin G. Musaev & Huw M. L. Davies, 2018. "Desymmetrization of cyclohexanes by site- and stereoselective C–H functionalization," Nature, Nature, vol. 564(7736), pages 395-399, December.
    5. Kuangbiao Liao & Solymar Negretti & Djamaladdin G. Musaev & John Bacsa & Huw M. L. Davies, 2016. "Site-selective and stereoselective functionalization of unactivated C–H bonds," Nature, Nature, vol. 533(7602), pages 230-234, May.
    6. Ruijie K. Zhang & Kai Chen & Xiongyi Huang & Lena Wohlschlager & Hans Renata & Frances H. Arnold, 2019. "Enzymatic assembly of carbon–carbon bonds via iron-catalysed sp3 C–H functionalization," Nature, Nature, vol. 565(7737), pages 67-72, January.
    7. Huw M. L. Davies & James R. Manning, 2008. "Catalytic C–H functionalization by metal carbenoid and nitrenoid insertion," Nature, Nature, vol. 451(7177), pages 417-424, January.
    Full references (including those not matched with items on IDEAS)

    Most related items

    These are the items that most often cite the same works as this one and are cited by the same works as this one.
    1. Roman A. Novikov & Denis D. Borisov & Dmitry A. Denisov & Maxim A. Novikov & Konstantin V. Potapov & Yaroslav V. Tkachev & Yury V. Tomilov, 2024. "The concept of Gallium-controlled double C–H functionalization of aliphatic CH2-groups driven by Vinyl carbocations," Nature Communications, Nature, vol. 15(1), pages 1-11, December.
    2. Taoda Shi & Tianyuan Zhang & Jiying Yang & Yukai Li & Jirong Shu & Jingyu Zhao & Mengchu Zhang & Dan Zhang & Wenhao Hu, 2023. "Bifunctionality of dirhodium tetracarboxylates in metallaphotocatalysis," Nature Communications, Nature, vol. 14(1), pages 1-10, December.
    3. Qian-Yu Li & Shiyan Cheng & Ziqi Ye & Tao Huang & Fuxing Yang & Yu-Mei Lin & Lei Gong, 2023. "Visible light-triggered selective C(sp2)-H/C(sp3)-H coupling of benzenes with aliphatic hydrocarbons," Nature Communications, Nature, vol. 14(1), pages 1-9, December.
    4. Simon L. Dürr & Andrea Levy & Ursula Rothlisberger, 2023. "Metal3D: a general deep learning framework for accurate metal ion location prediction in proteins," Nature Communications, Nature, vol. 14(1), pages 1-14, December.
    5. Sirong Li & Zijun Zhou & Zuoxiu Tie & Bing Wang & Meng Ye & Lei Du & Ran Cui & Wei Liu & Cuihong Wan & Quanyi Liu & Sheng Zhao & Quan Wang & Yihong Zhang & Shuo Zhang & Huigang Zhang & Yan Du & Hui We, 2022. "Data-informed discovery of hydrolytic nanozymes," Nature Communications, Nature, vol. 13(1), pages 1-12, December.
    6. Zhejun Jiang & Hao Huang & Chenxu Lu & Lianrong Zhou & Shengzhe Pan & Junjie Qiang & Menghang Shi & Zhengjun Ye & Peifen Lu & Hongcheng Ni & Wenbin Zhang & Jian Wu, 2024. "Ultrafast photoinduced C-H bond formation from two small inorganic molecules," Nature Communications, Nature, vol. 15(1), pages 1-8, December.
    7. Donggeon Nam & John-Paul Bacik & Rahul L. Khade & Maria Camila Aguilera & Yang Wei & Juan D. Villada & Michael L. Neidig & Yong Zhang & Nozomi Ando & Rudi Fasan, 2023. "Mechanistic manifold in a hemoprotein-catalyzed cyclopropanation reaction with diazoketone," Nature Communications, Nature, vol. 14(1), pages 1-13, December.
    8. Yikui Li & Jie Li & Wei-Kang Chen & Yang Li & Sheng Xu & Linwei Li & Bing Xia & Ren Wang, 2024. "Tuning architectural organization of eukaryotic P450 system to boost bioproduction in Escherichia coli," Nature Communications, Nature, vol. 15(1), pages 1-12, December.

    More about this item

    Statistics

    Access and download statistics

    Corrections

    All material on this site has been provided by the respective publishers and authors. You can help correct errors and omissions. When requesting a correction, please mention this item's handle: RePEc:nat:natcom:v:16:y:2025:i:1:d:10.1038_s41467-025-58316-1. See general information about how to correct material in RePEc.

    If you have authored this item and are not yet registered with RePEc, we encourage you to do it here. This allows to link your profile to this item. It also allows you to accept potential citations to this item that we are uncertain about.

    If CitEc recognized a bibliographic reference but did not link an item in RePEc to it, you can help with this form .

    If you know of missing items citing this one, you can help us creating those links by adding the relevant references in the same way as above, for each refering item. If you are a registered author of this item, you may also want to check the "citations" tab in your RePEc Author Service profile, as there may be some citations waiting for confirmation.

    For technical questions regarding this item, or to correct its authors, title, abstract, bibliographic or download information, contact: Sonal Shukla or Springer Nature Abstracting and Indexing (email available below). General contact details of provider: http://www.nature.com .

    Please note that corrections may take a couple of weeks to filter through the various RePEc services.

    IDEAS is a RePEc service. RePEc uses bibliographic data supplied by the respective publishers.