Controlling the structure and photophysics of fluorophore dimers using multiple cucurbit[8]uril clampings

Guanglu Wu, Youn Jue Bae, Magdalena Olesińska, Daniel Antón-García, István Szabó, Edina Rosta, Michael R. Wasielewski, Oren A. Scherman

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Abstract

A modular strategy has been employed to develop a new class of fluorescent molecules, which generates discrete, dimeric stacked fluorophores upon complexation with multiple cucurbit[8]uril macrocycles. The multiple constraints result in a "static" complex (remaining as a single entity for more than 30 ms) and facilitate fluorophore coupling in the ground state, showing a significant bathochromic shift in absorption and emission. This modular design is surprisingly applicable and flexible and has been validated through an investigation of nine different fluorophore cores ranging in size, shape, and geometric variation of their clamping modules. All fluorescent dimers evaluated can be photo-excited to atypical excimer-like states with elongated excited lifetimes (up to 37 ns) and substantially high quantum yields (up to 1). This strategy offers a straightforward preparation of discrete fluorophore dimers, providing promising model systems with explicitly stable dimeric structures and tunable photophysical features, which can be utilized to study various intermolecular processes.

Original languageEnglish
Pages (from-to)812-825
Number of pages14
JournalChemical Science
Volume11
Issue number3
DOIs
Publication statusPublished - Jan 1 2020

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ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Wu, G., Bae, Y. J., Olesińska, M., Antón-García, D., Szabó, I., Rosta, E., Wasielewski, M. R., & Scherman, O. A. (2020). Controlling the structure and photophysics of fluorophore dimers using multiple cucurbit[8]uril clampings. Chemical Science, 11(3), 812-825. https://doi.org/10.1039/c9sc04587b