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Solid‐State Thermochromic Luminescence through Twisted Intramolecular Charge Transfer and Excimer Formation of a Carborane−Pyrene Dyad with an Ethynyl Spacer
Author(s) -
Nishino Kenta,
Yamamoto Hideki,
Tanaka Kazuo,
Chujo Yoshiki
Publication year - 2017
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201700390
Subject(s) - chemistry , excimer , intramolecular force , steric effects , pyrene , photochemistry , luminescence , carborane , quenching (fluorescence) , crystallography , fluorescence , stereochemistry , organic chemistry , physics , optoelectronics , quantum mechanics
The pyrene‐tethered carborane CBEP , which exhibited rapid and dramatic luminochromism, was synthesized. Based on optical measurements, we found that CBEP exhibited orange emission at room temperature, which was caused by intramolecular charge transfer in the solid state, and green excimer emission at 77 K. We proposed that excimer formation could be encouraged by introducing a small amount of steric hindrance with an ethynyl spacer group. We found that o ‐carborane could suppress aggregation‐caused quenching without the inhibition of excimer formation because of this steric hindrance.