---
_id: '14409'
abstract:
- lang: eng
  text: We present a photon- and metal-free approach for the radical fluorination
    of aliphatic oxalate-activated alcohols. The method relies on the spontaneous
    generation of the N-(chloromethyl)triethylenediamine radical dication, a potent
    single electron oxidant, from Selectfluor and 4-(dimethylamino)pyridine. The protocol
    is easily scalable and provides the desired fluorinated products within only a
    few minutes reaction time.
acknowledgement: We gratefully acknowledge the Max-Planck Society and the Institute
  of Science and Technology Austria (ISTA) for generous financial support. We also
  thank the Deutsche Forschungsgemeinschaft (DFG, German Research Foundation) under
  Germany's Excellence Strategy – EXC 2008 – 390540038 – UniSysCat for funding. B.P.
  thanks the Boehringer Ingelheim Foundation for funding through the Plus 3 Perspectives
  Programme.
article_number: e202300769
article_processing_charge: Yes (via OA deal)
article_type: original
author:
- first_name: Haralds
  full_name: Baunis, Haralds
  id: 2eea55ec-e8ec-11ed-86cb-d9c76787acfe
  last_name: Baunis
- first_name: Bartholomäus
  full_name: Pieber, Bartholomäus
  id: 93e5e5b2-0da6-11ed-8a41-af589a024726
  last_name: Pieber
  orcid: 0000-0001-8689-388X
citation:
  ama: Baunis H, Pieber B. Formal radical deoxyfluorination of oxalate-activated alcohols
    triggered by the selectfluor-DMAP charge-transfer complex. <i>European Journal
    of Organic Chemistry</i>. 2023;26(42). doi:<a href="https://doi.org/10.1002/ejoc.202300769">10.1002/ejoc.202300769</a>
  apa: Baunis, H., &#38; Pieber, B. (2023). Formal radical deoxyfluorination of oxalate-activated
    alcohols triggered by the selectfluor-DMAP charge-transfer complex. <i>European
    Journal of Organic Chemistry</i>. Wiley. <a href="https://doi.org/10.1002/ejoc.202300769">https://doi.org/10.1002/ejoc.202300769</a>
  chicago: Baunis, Haralds, and Bartholomäus Pieber. “Formal Radical Deoxyfluorination
    of Oxalate-Activated Alcohols Triggered by the Selectfluor-DMAP Charge-Transfer
    Complex.” <i>European Journal of Organic Chemistry</i>. Wiley, 2023. <a href="https://doi.org/10.1002/ejoc.202300769">https://doi.org/10.1002/ejoc.202300769</a>.
  ieee: H. Baunis and B. Pieber, “Formal radical deoxyfluorination of oxalate-activated
    alcohols triggered by the selectfluor-DMAP charge-transfer complex,” <i>European
    Journal of Organic Chemistry</i>, vol. 26, no. 42. Wiley, 2023.
  ista: Baunis H, Pieber B. 2023. Formal radical deoxyfluorination of oxalate-activated
    alcohols triggered by the selectfluor-DMAP charge-transfer complex. European Journal
    of Organic Chemistry. 26(42), e202300769.
  mla: Baunis, Haralds, and Bartholomäus Pieber. “Formal Radical Deoxyfluorination
    of Oxalate-Activated Alcohols Triggered by the Selectfluor-DMAP Charge-Transfer
    Complex.” <i>European Journal of Organic Chemistry</i>, vol. 26, no. 42, e202300769,
    Wiley, 2023, doi:<a href="https://doi.org/10.1002/ejoc.202300769">10.1002/ejoc.202300769</a>.
  short: H. Baunis, B. Pieber, European Journal of Organic Chemistry 26 (2023).
date_created: 2023-10-08T22:01:18Z
date_published: 2023-11-07T00:00:00Z
date_updated: 2024-01-30T14:05:14Z
day: '07'
ddc:
- '540'
department:
- _id: BaPi
doi: 10.1002/ejoc.202300769
external_id:
  isi:
  - '001072666500001'
file:
- access_level: open_access
  checksum: e8ad7865acd94672e476f273ccf3d542
  content_type: application/pdf
  creator: dernst
  date_created: 2024-01-30T14:04:44Z
  date_updated: 2024-01-30T14:04:44Z
  file_id: '14913'
  file_name: 2023_EurJOrgChem_Baunis.pdf
  file_size: 3277622
  relation: main_file
  success: 1
file_date_updated: 2024-01-30T14:04:44Z
has_accepted_license: '1'
intvolume: '        26'
isi: 1
issue: '42'
language:
- iso: eng
month: '11'
oa: 1
oa_version: Published Version
publication: European Journal of Organic Chemistry
publication_identifier:
  eissn:
  - 1099-0690
  issn:
  - 1434-193X
publication_status: published
publisher: Wiley
quality_controlled: '1'
scopus_import: '1'
status: public
title: Formal radical deoxyfluorination of oxalate-activated alcohols triggered by
  the selectfluor-DMAP charge-transfer complex
tmp:
  image: /images/cc_by_nc.png
  legal_code_url: https://creativecommons.org/licenses/by-nc/4.0/legalcode
  name: Creative Commons Attribution-NonCommercial 4.0 International (CC BY-NC 4.0)
  short: CC BY-NC (4.0)
type: journal_article
user_id: 2DF688A6-F248-11E8-B48F-1D18A9856A87
volume: 26
year: '2023'
...
---
_id: '13970'
article_processing_charge: No
article_type: original
author:
- first_name: Amiera
  full_name: Madani, Amiera
  last_name: Madani
- first_name: Eric T.
  full_name: Sletten, Eric T.
  last_name: Sletten
- first_name: Cristian
  full_name: Cavedon, Cristian
  last_name: Cavedon
- first_name: Peter H.
  full_name: Seeberger, Peter H.
  last_name: Seeberger
- first_name: Bartholomäus
  full_name: Pieber, Bartholomäus
  id: 93e5e5b2-0da6-11ed-8a41-af589a024726
  last_name: Pieber
  orcid: 0000-0001-8689-388X
citation:
  ama: Madani A, Sletten ET, Cavedon C, Seeberger PH, Pieber B. Visible-light-mediated
    oxidative debenzylation of 3-O-Benzyl-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose.
    <i>Organic Syntheses</i>. 2023;100:271-286. doi:<a href="https://doi.org/10.15227/orgsyn.100.0271">10.15227/orgsyn.100.0271</a>
  apa: Madani, A., Sletten, E. T., Cavedon, C., Seeberger, P. H., &#38; Pieber, B.
    (2023). Visible-light-mediated oxidative debenzylation of 3-O-Benzyl-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose.
    <i>Organic Syntheses</i>. Organic Syntheses. <a href="https://doi.org/10.15227/orgsyn.100.0271">https://doi.org/10.15227/orgsyn.100.0271</a>
  chicago: Madani, Amiera, Eric T. Sletten, Cristian Cavedon, Peter H. Seeberger,
    and Bartholomäus Pieber. “Visible-Light-Mediated Oxidative Debenzylation of 3-O-Benzyl-1,2:5,6-Di-O-Isopropylidene-α-D-Glucofuranose.”
    <i>Organic Syntheses</i>. Organic Syntheses, 2023. <a href="https://doi.org/10.15227/orgsyn.100.0271">https://doi.org/10.15227/orgsyn.100.0271</a>.
  ieee: A. Madani, E. T. Sletten, C. Cavedon, P. H. Seeberger, and B. Pieber, “Visible-light-mediated
    oxidative debenzylation of 3-O-Benzyl-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose,”
    <i>Organic Syntheses</i>, vol. 100. Organic Syntheses, pp. 271–286, 2023.
  ista: Madani A, Sletten ET, Cavedon C, Seeberger PH, Pieber B. 2023. Visible-light-mediated
    oxidative debenzylation of 3-O-Benzyl-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose.
    Organic Syntheses. 100, 271–286.
  mla: Madani, Amiera, et al. “Visible-Light-Mediated Oxidative Debenzylation of 3-O-Benzyl-1,2:5,6-Di-O-Isopropylidene-α-D-Glucofuranose.”
    <i>Organic Syntheses</i>, vol. 100, Organic Syntheses, 2023, pp. 271–86, doi:<a
    href="https://doi.org/10.15227/orgsyn.100.0271">10.15227/orgsyn.100.0271</a>.
  short: A. Madani, E.T. Sletten, C. Cavedon, P.H. Seeberger, B. Pieber, Organic Syntheses
    100 (2023) 271–286.
date_created: 2023-08-06T22:01:11Z
date_published: 2023-07-01T00:00:00Z
date_updated: 2023-08-07T08:21:45Z
day: '01'
department:
- _id: BaPi
doi: 10.15227/orgsyn.100.0271
intvolume: '       100'
language:
- iso: eng
main_file_link:
- open_access: '1'
  url: https://doi.org/10.15227/orgsyn.100.0271
month: '07'
oa: 1
oa_version: Published Version
page: 271-286
publication: Organic Syntheses
publication_identifier:
  eissn:
  - 2333-3553
  issn:
  - 0078-6209
publication_status: published
publisher: Organic Syntheses
quality_controlled: '1'
scopus_import: '1'
status: public
title: Visible-light-mediated oxidative debenzylation of 3-O-Benzyl-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose
type: journal_article
user_id: 2DF688A6-F248-11E8-B48F-1D18A9856A87
volume: 100
year: '2023'
...
---
_id: '13972'
abstract:
- lang: eng
  text: This Special Collection is dedicated to the field of photocatalytic synthesis
    and contains a diverse selection of original research contributions. It includes
    studies on catalyst development, mechanistic investigations, method development
    and the use of enabling technologies, illustrating the many facets of state-of-the-art
    research in photocatalytic synthesis. Further, emerging topics are surveyed and
    discussed in three reviews and a concept article.
article_number: e202300683
article_processing_charge: No
article_type: letter_note
author:
- first_name: Line
  full_name: Næsborg, Line
  last_name: Næsborg
- first_name: Bartholomäus
  full_name: Pieber, Bartholomäus
  id: 93e5e5b2-0da6-11ed-8a41-af589a024726
  last_name: Pieber
  orcid: 0000-0001-8689-388X
- first_name: Oliver S.
  full_name: Wenger, Oliver S.
  last_name: Wenger
citation:
  ama: 'Næsborg L, Pieber B, Wenger OS. Special Collection: Photocatalytic synthesis.
    <i>ChemCatChem</i>. 2023. doi:<a href="https://doi.org/10.1002/cctc.202300683">10.1002/cctc.202300683</a>'
  apa: 'Næsborg, L., Pieber, B., &#38; Wenger, O. S. (2023). Special Collection: Photocatalytic
    synthesis. <i>ChemCatChem</i>. Wiley. <a href="https://doi.org/10.1002/cctc.202300683">https://doi.org/10.1002/cctc.202300683</a>'
  chicago: 'Næsborg, Line, Bartholomäus Pieber, and Oliver S. Wenger. “Special Collection:
    Photocatalytic Synthesis.” <i>ChemCatChem</i>. Wiley, 2023. <a href="https://doi.org/10.1002/cctc.202300683">https://doi.org/10.1002/cctc.202300683</a>.'
  ieee: 'L. Næsborg, B. Pieber, and O. S. Wenger, “Special Collection: Photocatalytic
    synthesis,” <i>ChemCatChem</i>. Wiley, 2023.'
  ista: 'Næsborg L, Pieber B, Wenger OS. 2023. Special Collection: Photocatalytic
    synthesis. ChemCatChem., e202300683.'
  mla: 'Næsborg, Line, et al. “Special Collection: Photocatalytic Synthesis.” <i>ChemCatChem</i>,
    e202300683, Wiley, 2023, doi:<a href="https://doi.org/10.1002/cctc.202300683">10.1002/cctc.202300683</a>.'
  short: L. Næsborg, B. Pieber, O.S. Wenger, ChemCatChem (2023).
date_created: 2023-08-06T22:01:12Z
date_published: 2023-07-27T00:00:00Z
date_updated: 2023-12-13T12:02:26Z
day: '27'
department:
- _id: BaPi
doi: 10.1002/cctc.202300683
external_id:
  isi:
  - '001037859900001'
isi: 1
language:
- iso: eng
main_file_link:
- open_access: '1'
  url: https://doi.org/10.1002/cctc.202300683
month: '07'
oa: 1
oa_version: Published Version
publication: ChemCatChem
publication_identifier:
  eissn:
  - 1867-3899
  issn:
  - 1867-3880
publication_status: epub_ahead
publisher: Wiley
quality_controlled: '1'
scopus_import: '1'
status: public
title: 'Special Collection: Photocatalytic synthesis'
type: journal_article
user_id: 2DF688A6-F248-11E8-B48F-1D18A9856A87
year: '2023'
...