Abstract
The effect of substituting o-carborane into the most sterically hindered positions of phenanthrene and benzo(k)tetraphene is reported. Synthesised via a Bull–Hutchings–Quayle benzannulation, the crystal structures of these non-linear acenes exhibited the highest aromatic deformation parameters observed for any reported carborane compound to date, and among the largest carboranyl C−C bond length of all organo-substituted o-carboranes. Photoluminescence studies of these compounds demonstrated efficient intramolecular charge-transfer, leading to aggregation induced emission properties. Additionally, an unusual low-energy excimer was observed for the phenanthryl compound. These are two new members of the family of carborane-functionalised non-linear acenes, notable for their peculiar structures and multi-luminescent properties.
Original language | English (US) |
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Pages (from-to) | 1970-1975 |
Number of pages | 6 |
Journal | Chemistry - A European Journal |
Volume | 27 |
Issue number | 6 |
DOIs | |
State | Published - Jan 26 2021 |
Externally published | Yes |
All Science Journal Classification (ASJC) codes
- Catalysis
- Organic Chemistry
Keywords
- AIE
- carboranes
- charge transfer
- fluorescence
- polycyclic aromatic hydrocarbons