Abstract
The synthesis of a highly twisted chrysene derivative incorporating two electron deficient o-carboranyl groups is reported. The molecule exhibits a complex, excitation-dependent photoluminescence, including aggregation-induced emission (AIE) with good quantum efficiency and an exceptionally long singlet excited state lifetime. Through a combination of detailed optical studies and theoretical calculations, the excited state species are identified, including an unusual excimer induced by the presence of o-carborane. This is the first time that o-carborane has been shown to induce excimer formation ab initio, as well as the first observation of excimer emission by a chrysene-based small molecule in solution. Bis-o-carboranyl chrysene is thus an initial member of a new family of o-carboranyl phenacenes exhibiting a novel architecture for highly-efficient multi-luminescent fluorophores.
Original language | English |
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Pages (from-to) | 10640-10645 |
Number of pages | 6 |
Journal | Angewandte Chemie - International Edition |
Volume | 57 |
Issue number | 33 |
DOIs | |
Publication status | Published - 13 Aug 2018 |
Keywords
- Aggregation-induced emission
- Carboranes
- Chrysene
- Excimers
- Intramolecular charge transfer
- intramolecular charge transfer
- chrysene
- carboranes
- aggregation-induced emission
- excimers
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CCDC 1836781: Experimental Crystal Structure Determination
Marsh, A. V. (Creator), Cheetham, N. J. (Creator), Little, M. (Creator), Dyson, M. (Creator), White, A. J. P. (Creator), Beavis, P. (Creator), Warriner, C. N. (Creator), Swain, A. C. (Creator), Stavrinou, P. N. (Creator) & Heeney, M. (Creator), Cambridge Crystallographic Data Centre, 2018
DOI: 10.5517/ccdc.csd.cc1znb0z, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc1znb0z&sid=DataCite
Dataset
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CCDC 1836780: Experimental Crystal Structure Determination
Marsh, A. V. (Creator), Cheetham, N. J. (Creator), Little, M. (Creator), Dyson, M. (Creator), White, A. J. P. (Creator), Beavis, P. (Creator), Warriner, C. N. (Creator), Swain, A. C. (Creator), Stavrinou, P. N. (Creator) & Heeney, M. (Creator), Cambridge Crystallographic Data Centre, 2018
DOI: 10.5517/ccdc.csd.cc1zn9zx, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc1zn9zx&sid=DataCite
Dataset