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Solid‐State Emission of the Anthracene‐ o ‐Carborane Dyad from the Twisted‐Intramolecular Charge Transfer in the Crystalline State
Author(s) -
Naito Hirofumi,
Nishino Kenta,
Morisaki Yasuhiro,
Tanaka Kazuo,
Chujo Yoshiki
Publication year - 2017
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201609656
Subject(s) - intramolecular force , anthracene , carborane , photochemistry , dyad , charge (physics) , excited state , chemistry , chemical physics , materials science , crystallography , atomic physics , stereochemistry , physics , quantum mechanics , acoustics
Abstract 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.