ACS Publications. Most Trusted. Most Cited. Most Read
Heteroarylstilbenes: Visible-Light-Tunable Photochromic Systems in Water

OR SEARCH CITATIONS

My Activity
Publications

Figure 1Loading Img
Download Hi-Res ImageDownload to MS-PowerPointCite This:J. Org. Chem. 2025, 90, 13, 4518-4524
    Article

    Heteroarylstilbenes: Visible-Light-Tunable Photochromic Systems in Water
    Click to copy article linkArticle link copied!

    • Sudeep Koppayithodi
      Sudeep Koppayithodi
      Indian Institute of Science Education and Research (IISER) Kolkata, Mohanpur, Nadia, West Bengal, India 741246
      More by Sudeep Koppayithodi
    • , 
    • Palash Jana
      Palash Jana
      Indian Institute of Science Education and Research (IISER) Kolkata, Mohanpur, Nadia, West Bengal, India 741246
      More by Palash Jana
    • , and 
    • Subhajit Bandyopadhyay*
      Subhajit Bandyopadhyay
      Indian Institute of Science Education and Research (IISER) Kolkata, Mohanpur, Nadia, West Bengal, India 741246
      *[email protected]
      More by Subhajit Bandyopadhyay
      Orcidhttps://orcid.org/0000-0001-7668-0274
    Other Access OptionsSupporting Information (2)

    The Journal of Organic Chemistry

    Cite this: J. Org. Chem. 2025, 90, 13, 4518–4524
    Click to copy citationCitation copied!
    https://doi.org/10.1021/acs.joc.4c02844
    Published March 20, 2025
    Copyright © 2025 American Chemical Society
    Request reuse permissions

    Abstract

    Click to copy section linkSection link copied!
    Abstract Image

    Visible-light switchable stilbenes with a stable Z isomer that can function in aqueous media are notably rare in the literature. The synthesis and characterization of a set of 12 novel molecules featuring an aryl-substituted heterostilbene motif, a class of visible-light switchable stilbenes, are presented here. Leveraging an electronic push–pull mechanism, strategic selection of electron donors, and an indolinium moiety as the acceptor, we achieved precise tuning of the switching wavelengths.

    Copyright © 2025 American Chemical Society

    Subjects

    what are subjects

    Read this article

    To access this article, please review the available access options below.

    Get instant access

    Purchase Access

    Read this article for 48 hours. Check out below using your ACS ID or as a guest.

    Recommended

    Access through Your Institution

    You may have access to this article through your institution.

    Your institution does not have access to this content. Add or change your institution or let them know you’d like them to include access.

    Supporting Information

    Click to copy section linkSection link copied!

    The Supporting Information is available free of charge at https://pubs.acs.org/doi/10.1021/acs.joc.4c02844.

    • Detailed synthesis procedure, photophysical studies, kinetic study, PSS state calculations, photoisomerization quantum yields, fluorescence quantum yields, and NMR, SCXRD, and HRMS data (PDF)

    • FAIR data, including the primary NMR FID files, for compounds 1–15 (ZIP)

    Accession Codes

    Deposition Numbers 2311193–2311194 contain the supplementary crystallographic data for this paper. These data can be obtained free of charge via the joint Cambridge Crystallographic Data Centre (CCDC) and Fachinformationszentrum Karlsruhe Access Structures service.

    Terms & Conditions

    Electronic Supporting Information files are available without a subscription to ACS Web Editions. The American Chemical Society holds a copyright ownership interest in any copyrightable Supporting Information. Files available from the ACS website may be downloaded for personal use only. Users are not otherwise permitted to reproduce, republish, redistribute, or sell any Supporting Information from the ACS website, either in whole or in part, in either machine-readable form or any other form without permission from the American Chemical Society. For permission to reproduce, republish and redistribute this material, requesters must process their own requests via the RightsLink permission system. Information about how to use the RightsLink permission system can be found at http://pubs.acs.org/page/copyright/permissions.html.

    Cited By

    Click to copy section linkSection link copied!

    This article has not yet been cited by other publications.

    Download PDF
    Go to The Journal of Organic Chemistry
    Get e-Alerts
    Get e-Alerts

    The Journal of Organic Chemistry

    Cite this: J. Org. Chem. 2025, 90, 13, 4518–4524
    Click to copy citationCitation copied!
    https://doi.org/10.1021/acs.joc.4c02844
    Published March 20, 2025
    Copyright © 2025 American Chemical Society
    Request reuse permissions

    Article Views

    668

    Altmetric

    -

    Citations

    -
    Learn about these metrics

    Article Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.

    Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.

    The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated.