Strategic Construction of Ethene-Bridged BODIPY Arrays with Absorption Bands Reaching the Near-Infrared II Region
Abstract
An efficient strategy for the controllable synthesis of BODIPY arrays based on the Stille cross-coupling reaction has been developed, from which a family of well-defined ethene-bridged BODIPY arrays from dimer to hexamer was synthesized. These arrays showed strong absorptions reaching the near-infrared II (NIR II, 1000-1700 nm) region with maxima tunable from 702 nm (dimer) to 1114 nm (hexamer) and possessed efficient light-harvesting capabilities, excellent photostability, and good photothermal conversion abilities under NIR light irradiation.
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BODIPY derivatives are an emerging class of small-molecule fluorophores that are key components in NIR dyes due to their strongly electron-withdrawing BF2 group and exceptional stability.
“BODIPY derivatives are an emerging class of small-molecule fluorophores that are key components in NIR dyes due to their strongly electron-withdrawing BF2 group and exceptional stability (Fig. 7 and Table 3)153–168.”
From Organic small-molecule NIR-II fluorophores for tumor phototheranostics (2026) · cites this paper as [153]
Progressive extension of conjugation systematically red-shifted absorption across the NIR-II window (702-1114 nm).
“Progressive extension of conjugation systematically red-shifted absorption across the NIR-II window (702–1114 nm).”
From Organic small-molecule NIR-II fluorophores for tumor phototheranostics (2026) · cites this paper as [153]
These ethene-bridged BODIPY arrays combined superior light-harvesting efficiency, robust photostability, and efficient photothermal conversion.
“These arrays combined superior light-harvesting efficiency, robust photostability, and efficient photothermal conversion”
From Organic small-molecule NIR-II fluorophores for tumor phototheranostics (2026) · cites this paper as [153]
π-conjugation expansion is a red-shift design principle.
“underscoring the power of π-conjugation expansion as a red-shift design principle.”
From Organic small-molecule NIR-II fluorophores for tumor phototheranostics (2026) · cites this paper as [153]
Hao et al. expanded BODIPY π-conjugation length through a controllable Stille cross-coupling strategy, yielding ethene-bridged arrays from dimers to hexamers.
“Hao et al. expanded the BODIPY π-conjugation length through a controllable Stille cross-coupling strategy, yielding ethene-bridged arrays from dimers to hexamers153.”
From Organic small-molecule NIR-II fluorophores for tumor phototheranostics (2026) · cites this paper as [153]
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“The typical BODIPY core consists of two pyr-role rings linked by a methine bridge at the meso-carbon atom, forming an extended π -conjugated system 153 .”
- Authors
- Wu, Q., Kang, Z., Gong, Q., Guo, X., Wang, H., Wang, D., Jiao, L., & Hao, E.
- Affiliations
- Anhui Normal University (CN)
- Corresponding author
- Jiao, Lijuan
- Hao, Erhong
- Venue
- Organic Letters
- Publisher
- American Chemical Society (ACS)
- Published
- 2020-09-24
- Volume
- 22
- Issue
- 19
- Pages
- 7513-7517
- ISSN
- 1523-7052 (ISSN-L)
- 1523-7060
- OpenAlex
- W3088799806
- Cited by
- 60
- References
- 62
- Citations by year
- 2026: 8 · 2025: 6 · 2024: 11 · 2023: 6 · 2022: 11 · 2021: 15 · 2020: 3
- FWCI
- 3.41
- Type
- journal article
- Language
- en
- Open access
- closed
- Licence
- Locations
- Organic Letters (publishedVersion)
- PubMed (publishedVersion)
- Funders
- National Natural Science Foundation of China (21672006, 21672007, 21871006, 21971004)
- Topics
- Physical Sciences › Materials Science › Materials Chemistry › Luminescence and Fluorescent Materials
- Physical Sciences › Materials Science › Materials Chemistry › Porphyrin and Phthalocyanine Chemistry
- Physical Sciences › Chemistry › Organic Chemistry › Synthesis and Properties of Aromatic Compounds
- Keywords
- Stille coupling, NIR-II absorption, near-infrared II, light harvesting, photostability, photothermal conversion
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