Calix[n]BODIPYs: One-Pot Assembly of Strain-Relieved Methylene-Bridged Macrocycles with Bright Fluorescence
Abstract We report a mild, one-pot synthetic approach to a family of β,β′-methylene-bridged all-BODIPY macrocycles (Calix[n]BODIPYs). Key to our design is a β-hydroxymethyl-functionalized BODIPY precursor: upon activation by BF3·OEt2, the in situ generated benzylic carbocation undergoes sequential Friedel–Crafts-type alkylation at the β-positions of adjacent BODIPY units. These macrocycles exhibit strong intramolecular excitonic coupling, exceptionally high molar extinction coefficients (up to 7.39 × 105 M–1·cm–1), and bright fluorescence (ΦFL up to 0.92).
Authors
- Qinghua Wu (ORCID: https://orcid.org/0000-0002-7252-7990)
- Huiquan Zuo
- Lijuan Jiao (ORCID: https://orcid.org/0000-0002-3895-9642)
- Erhong Hao (ORCID: https://orcid.org/0000-0001-7234-4994)
- Zhengxin Kang (ORCID: https://orcid.org/0000-0003-0784-2932)
- Yingjian Shang
- Xing Guo (ORCID: https://orcid.org/0000-0003-3647-6572)
- Guoyu Zhang
- Heng Li
Institutions
- Anhui University of Traditional Chinese Medicine (CN)
- Anhui Normal University (CN)
- Anhui Polytechnic University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2026-10-13
- DOI
- https://doi.org/10.1021/acs.orglett.6c03922
- Primary Topic
- Supramolecular Chemistry and Complexes
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- National Natural Science Foundation of China
- Natural Science Foundation of Anhui Province