Solid‐State Emission of the Anthracene‐o‐Carborane Dyad from the Twisted‐Intramolecular Charge Transfer in the Crystalline State

The emission process of the o‐carborane dyad with anthracene originating from the twisted intramolecular charge transfer (TICT) state in the crystalline state is described. The anthracene‐o‐carborane dyad was synthesized and its optical properties were investigated. Initially, the dyad had aggregati...

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2017-01, Vol.56 (1), p.254-259
Main Authors: Naito, Hirofumi, Nishino, Kenta, Morisaki, Yasuhiro, Tanaka, Kazuo, Chujo, Yoshiki
Format: Article
Language:English
Subjects:
aggregation-induced emission
Anthracene
Carborane
carboranes
Charge transfer
Crystal structure
Crystallinity
Crystallization
Emission analysis
Information technology
intramolecular charge transfer
Optical properties
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Summary:The emission process of the o‐carborane dyad with anthracene originating from the twisted intramolecular charge transfer (TICT) state in the crystalline state is described. The anthracene‐o‐carborane dyad was synthesized and its optical properties were investigated. Initially, the dyad had aggregation‐ and crystallization‐induced emission enhancement (AIEE and CIEE) properties via the intramolecular charge transfer (ICT) state. Interestingly, the dyad presented the dual‐emissions assigned to both locally excited (LE) and ICT states in solution. From the mechanistic studies and computer calculations, it was indicated that the emission band from the ICT should be attributable to the TICT emission. Surprisingly, even in the crystalline state, the TICT emission was observed. It was proposed from that the compact sphere shape of o‐carborane would allow for rotation even in the condensed state. The emission process of the o‐carborane–anthracene dyad arising from the twisted intramolecular charge transfer (TICT) state in the crystalline state is described. The dyad displays aggregation‐ and crystallization‐induced emission enhancement properties via the intramolecular charge transfer (ICT) state. Interestingly, rotation could occur even in the condensed state.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201609656