Donor-Acceptor-Appended Triarylboron Lewis Acids: Ratiometric or Time-Resolved Turn-On Fluorescence Response toward Fluoride Binding
- Title
- Donor-Acceptor-Appended Triarylboron Lewis Acids: Ratiometric or Time-Resolved Turn-On Fluorescence Response toward Fluoride Binding
- Author
- 이상욱
- Issue Date
- 2020-01
- Publisher
- AMER CHEMICAL SOC
- Citation
- INORGANIC CHEMISTRY, v. 59, no. 2, Page. 1414-1423
- Abstract
- Triarylboron Lewis acid compounds (CzmBoT (1c) and DPAmBoT (2c)), in which carbazole (Cz) or diphenylamine (DPA) donors are linked with a triazine acceptor in the ortho position of the phenylene ring are prepared and characterized. The treatment of 1c and 2c with the fluoride anion produces the corresponding fluoride adducts [1cF](-) and [2cF](-) as a tetraethylammonium salt. An X-ray diffraction study of [1cF](-) reveals a twisted conformation between the Cz and phenylene rings. The Cz-containing 1c shows a ratiometric fluorescence change upon fluoride binding, while the DPA-containing 2c exhibits a turn-on fluorescence response in tetrahydrofuran. In particular, both fluoride adducts exhibit thermally activated delayed fluorescence (TADF) properties with microsecond-range lifetimes. Electrochemical and theoretical analysis suggests that the intramolecular charge-transfer transition from the donor to a conjugated acceptor fragment is switched to the donor to a triazine transition after fluoride binding. Theoretical analysis further demonstrates the twisted structure, effective highest occupied molecular orbital-lowest unoccupied molecular orbital separation, and the small energy splitting between the excited singlet and triplet states for the fluoride adducts, with all supporting the observed TADF. The time-resolved fluorescence measurements of 2c in the presence of both fluoride and a competitive fluorescent dye (Coumarin 6) effectively eliminate the short-lived fluorescence of a dye, retaining long-lived fluorescence signals originating only from [2cF](-).
- URI
- https://pubs.acs.org/doi/10.1021/acs.inorgchem.9b03159https://repository.hanyang.ac.kr/handle/20.500.11754/163284
- ISSN
- 1520-510X; 0020-1669
- DOI
- 10.1021/acs.inorgchem.9b03159
- Appears in Collections:
- COLLEGE OF SCIENCE AND CONVERGENCE TECHNOLOGY[E](과학기술융합대학) > CHEMICAL AND MOLECULAR ENGINEERING(화학분자공학과) > Articles
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