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Photoinduced Metal‐Free C–H Borylation via Thianthrenium Electron Donor–Acceptor Complexes.

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Title: Photoinduced Metal‐Free C–H Borylation via Thianthrenium Electron Donor–Acceptor Complexes.
Authors: Li, Wen‐Ya1 (AUTHOR), Lin, Yanting1 (AUTHOR), Wang, Yu1 (AUTHOR), Lv, Jing‐Jing1 (AUTHOR), Jin, Huile1 (AUTHOR), Yu, Xiao‐Chun1 (AUTHOR), Wang, Dingyi2,3 (AUTHOR) wangdingyi@mail.neu.edu.cn, Wang, Zheng‐Jun1,4 (AUTHOR) zj0608wang@163.com
Source: Annals of the New York Academy of Sciences. Feb2026, Vol. 1556 Issue 1, p1-9. 9p.
Subjects: Electron donor-acceptor complexes, Borylation, Bioactive compounds, Catalytic activity
Abstract: Herein, we report a photoinduced, metal‐ and photocatalyst‐free protocol for site‐selective C–H borylation via aryl thianthrenium (TT) salts, addressing key limitations of prior electron donor–acceptor (EDA)‐based strategies. This approach leverages in situ‐formed [Et3N·B2pin2] adducts with TT salts to generate a photoactive EDA complex, circumventing the need for exogenous electron donors and activating reagents while enabling exceptional tolerance of sensitive groups (cyano, aldehyde, amide) and complex natural products, with yields up to 95%. Its synthetic utility was validated by late‐stage modification of bioactive molecules, and mechanistic studies confirmed the unique role of the EDA complex in driving the transformation without additional additives. This strategy represents a paradigm shift in metal‐free borylation, combining operational simplicity with an expanded substrate scope and superior functional group compatibility. This work reports a photoinduced, metal‐/photocatalyst‐free C–H borylation via aryl thianthrenium salts and in situ‐formed [Et3N·B2Pin2] electron donor–acceptor (EDA) complexes, enabling highly sensitive group tolerance, late‐stage bioactive molecule modification, and gram‐scale synthesis with 91% thianthrene recovery. [ABSTRACT FROM AUTHOR]
Copyright of Annals of the New York Academy of Sciences is the property of Wiley-Blackwell and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.)
Database: Engineering Source
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Header DbId: egs
DbLabel: Engineering Source
An: 192094156
AccessLevel: 6
PubType: Academic Journal
PubTypeId: academicJournal
PreciseRelevancyScore: 0
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  Label: Title
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  Data: Photoinduced Metal‐Free C–H Borylation via Thianthrenium Electron Donor–Acceptor Complexes.
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  Data: <searchLink fieldCode="AR" term="%22Li%2C+Wen‐Ya%22">Li, Wen‐Ya</searchLink><relatesTo>1</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Lin%2C+Yanting%22">Lin, Yanting</searchLink><relatesTo>1</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Wang%2C+Yu%22">Wang, Yu</searchLink><relatesTo>1</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Lv%2C+Jing‐Jing%22">Lv, Jing‐Jing</searchLink><relatesTo>1</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Jin%2C+Huile%22">Jin, Huile</searchLink><relatesTo>1</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Yu%2C+Xiao‐Chun%22">Yu, Xiao‐Chun</searchLink><relatesTo>1</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Wang%2C+Dingyi%22">Wang, Dingyi</searchLink><relatesTo>2,3</relatesTo> (AUTHOR)<i> wangdingyi@mail.neu.edu.cn</i><br /><searchLink fieldCode="AR" term="%22Wang%2C+Zheng‐Jun%22">Wang, Zheng‐Jun</searchLink><relatesTo>1,4</relatesTo> (AUTHOR)<i> zj0608wang@163.com</i>
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  Data: <searchLink fieldCode="JN" term="%22Annals+of+the+New+York+Academy+of+Sciences%22">Annals of the New York Academy of Sciences</searchLink>. Feb2026, Vol. 1556 Issue 1, p1-9. 9p.
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  Data: <searchLink fieldCode="DE" term="%22Electron+donor-acceptor+complexes%22">Electron donor-acceptor complexes</searchLink><br /><searchLink fieldCode="DE" term="%22Borylation%22">Borylation</searchLink><br /><searchLink fieldCode="DE" term="%22Bioactive+compounds%22">Bioactive compounds</searchLink><br /><searchLink fieldCode="DE" term="%22Catalytic+activity%22">Catalytic activity</searchLink>
– Name: Abstract
  Label: Abstract
  Group: Ab
  Data: Herein, we report a photoinduced, metal‐ and photocatalyst‐free protocol for site‐selective C–H borylation via aryl thianthrenium (TT) salts, addressing key limitations of prior electron donor–acceptor (EDA)‐based strategies. This approach leverages in situ‐formed [Et3N·B2pin2] adducts with TT salts to generate a photoactive EDA complex, circumventing the need for exogenous electron donors and activating reagents while enabling exceptional tolerance of sensitive groups (cyano, aldehyde, amide) and complex natural products, with yields up to 95%. Its synthetic utility was validated by late‐stage modification of bioactive molecules, and mechanistic studies confirmed the unique role of the EDA complex in driving the transformation without additional additives. This strategy represents a paradigm shift in metal‐free borylation, combining operational simplicity with an expanded substrate scope and superior functional group compatibility. This work reports a photoinduced, metal‐/photocatalyst‐free C–H borylation via aryl thianthrenium salts and in situ‐formed [Et3N·B2Pin2] electron donor–acceptor (EDA) complexes, enabling highly sensitive group tolerance, late‐stage bioactive molecule modification, and gram‐scale synthesis with 91% thianthrene recovery. [ABSTRACT FROM AUTHOR]
– Name: AbstractSuppliedCopyright
  Label:
  Group: Ab
  Data: <i>Copyright of Annals of the New York Academy of Sciences is the property of Wiley-Blackwell and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract.</i> (Copyright applies to all Abstracts.)
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RecordInfo BibRecord:
  BibEntity:
    Identifiers:
      – Type: doi
        Value: 10.1111/nyas.70174
    Languages:
      – Code: eng
        Text: English
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      Pagination:
        PageCount: 9
        StartPage: 1
    Subjects:
      – SubjectFull: Electron donor-acceptor complexes
        Type: general
      – SubjectFull: Borylation
        Type: general
      – SubjectFull: Bioactive compounds
        Type: general
      – SubjectFull: Catalytic activity
        Type: general
    Titles:
      – TitleFull: Photoinduced Metal‐Free C–H Borylation via Thianthrenium Electron Donor–Acceptor Complexes.
        Type: main
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          Name:
            NameFull: Li, Wen‐Ya
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            NameFull: Lin, Yanting
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            NameFull: Wang, Yu
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            NameFull: Lv, Jing‐Jing
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            NameFull: Jin, Huile
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            NameFull: Yu, Xiao‐Chun
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            NameFull: Wang, Dingyi
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            – D: 01
              M: 02
              Text: Feb2026
              Type: published
              Y: 2026
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              Value: 1556
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            – TitleFull: Annals of the New York Academy of Sciences
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