Adaptive Cyclooctatetrathiophene-Tetrazine Macrocycles: Efficient Synthesis, Structures, and Fullerene Recognition
A novel class of cyclooctatetrathiophene-tetrazine macrocycles was synthesized efficiently from <b>COTh</b> derivatives and 3,6-dichlorotetrazine, with structures confirmed by single-crystal X-ray analysis. Macrocycles <b>1</b> and <b>2</b> with large cavities could be efficient for encapsulating C<sub>60</sub> and C<sub>70</sub>, forming a 1:1 complex with association constants exceeding 10<sup>3</sup> M<sup>-1</sup>. These host-guest behaviors demonstrate that <b>COTh</b>-based macrocycles serve as adaptive macrocyclic hosts, generating shape complementarity cavities and optimal size to enable effective π-π interactions with the fullerenes.
Authors
- S.B. Li (ORCID: https://orcid.org/0000-0003-2198-7548)
- Jie Yang (ORCID: https://orcid.org/0000-0002-6065-903X)
- Xinrong Huang (ORCID: https://orcid.org/0000-0001-7291-2613)
- Hua Wang (ORCID: https://orcid.org/0000-0003-3239-1600)
- Jie Xie (ORCID: https://orcid.org/0000-0002-9611-2757)
- Guangxia Wang (ORCID: https://orcid.org/0000-0002-5638-4838)
- Mengqi Xiao
Institutions
- Henan University (CN)
- Center for NanoScience (DE)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-08-04
- DOI
- https://doi.org/10.1021/acs.orglett.5c02656
- Citations
- 1
- Primary Topic
- Supramolecular Chemistry and Complexes
- Type
- article
- Field-Weighted Citation Impact
- 0.94
Funders
- National Natural Science Foundation of China