# Photochemical Synthesis of 2,6‐Linked Anthracene Oligomers without Introducing Extra Substituents

https://mdr.nims.go.jp/datasets/146af61c-e8a2-4991-9476-81bcd9bee946

## File

- [Eur J Org Chem - 2025 - Hayashi .pdf](https://mdr.nims.go.jp/filesets/3da58c01-1431-4cb8-9c26-fd2c34506c2f/download) ([Detail](https://mdr.nims.go.jp/filesets/3da58c01-1431-4cb8-9c26-fd2c34506c2f.md))

## Id

146af61c-e8a2-4991-9476-81bcd9bee946

## Local identifier



## Visibility

open_to_public

## State

published

## Created at

2025-08-28T06:24:22.317522Z

## Updated at

2025-08-28T23:30:16.602220Z

## Published at

2025-08-28T23:19:27.694153Z

## Doi



## First published url

https://doi.org/10.1002/ejoc.202500490

## Date published

2025-08-22

## Recorded date published

2025-8-22

## Resource type

journal_article

## Manuscript type

vor

## Collection



## Title

- title: Photochemical Synthesis of 2,6‐Linked Anthracene Oligomers without Introducing
    Extra Substituents
  title_type: original
  lang: en

## Description

- description: Photoconvertible precursors of 2,6-linked anthracene oligomers (trimer,
    tetramer, and pentamer) were synthesized through repeated Suzuki-Miyaura cross-coupling
    reactions. Upon exposure of these precursors to light at 450 nm, which correspond
    to the n–pi* transition of diketone moieties, yellow precipitates were formed,
    suggesting the conversion to the corresponding anthracene oligomers from the precursors.
    The disappearance of 1H NMR peaks after photoirradiation indicated the formation
    of anthracene oligomers with less solubility. High-resolution mass spectrometry
    evidently indicated the oligomer formations, and infrared spectral analysis for
    thin films showed the disappearance of peaks originating from the carbonyl groups,
    also supporting the conversion. The absorption spectra after photoirradiation
    indicated a red-shift in the absorption peaks accompanying oligomer formations,
    suggesting an extension of the pi-conjugated system. The low solubility of the
    resulting anthracene oligomers in organic solvents highlights the effectiveness
    of this synthetic strategy using the photoconvertible precursor. This study provides
    a practical method to synthesize acene oligomers without the introduction of extra
    substituents.
  description_type: abstract
  lang: und

## Creator

- name: Hironobu Hayashi
  role: author
  orcid: https://orcid.org/0000-0002-7872-3052
- name: Noburu Tsunoda
  role: author
- name: Shoma Kasahara
  role: author
- name: Chie Negoro
  role: author
- name: Yee Seng Chan
  role: author
- name: Naoki Aratani
  role: author
  orcid: https://orcid.org/0000-0002-3181-6526
- name: Hiroko Yamada
  role: author
  orcid: https://orcid.org/0000-0002-2138-5902

## Contact agent



## Publisher

organization: Wiley

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## Keyword

- subject: anthracene
  schema: not_defined
- subject: multi-step synthesis
  schema: not_defined
- subject: oligomer
  schema: not_defined
- subject: photoconversion
  schema: not_defined
- subject: precursor approach
  schema: not_defined

## Rights

- identifier: https://creativecommons.org/licenses/by-nc/4.0/

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## Journal

- title: European Journal of Organic Chemistry
  issn: 1434193X
  volume: '28'
  issue: '31'
  article_number: e202500490

## Conference



## Related item



## Funding

- identifier: JPMJPR21AC
  funder_name: Japan Science and Technology Corporation
- funder_name: Foundation for Nara Institute of Science and Technology
- funder_name: Iketani Science and Technology Foundation
- funder_name: Tokyo Ohka Foundation for The Promotion of Science and Technology

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## Fileset

- id: 3da58c01-1431-4cb8-9c26-fd2c34506c2f
  filename: Eur J Org Chem - 2025 - Hayashi .pdf
  content_type: application/pdf
  size: 1403480
  md5: f35f9a36a241d4c07f248c534387d770

## Thumbnail

fileset_id: 3da58c01-1431-4cb8-9c26-fd2c34506c2f
filename: Eur J Org Chem - 2025 - Hayashi .pdf