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Controlling the Dual‐Emission Character of Aryl‐Modified <i>o</i>‐Carboranes by Intramolecular CH⋅⋅⋅O Interaction Sites

Junki Ochi, Kazuhiro Yuhara, Kazuo Tanaka, Yoshiki Chujo

2022Chemistry - A European Journal23 citationsDOI

Abstract

Abstract It is still challenging to realize a dual‐emission system, in which two luminescent bands simultaneously appear by photoexcitation, in solid with organic dyes due to the difficulty in regulation of electronic properties in the excited state and concentration quenching. o ‐Carborane is known to be a versatile platform for constructing solid‐state emitters since the sphere boron cluster is favorable for suppressing intermolecular interactions and subsequently concentration quenching. Here, we show solid‐state dual‐emissive o ‐carborane derivatives. We prepared 4 types of o ‐carborane derivatives and found dual‐emission behaviors both in solution and solid states. By regulating the rotation at the o ‐carborane unit with the intramolecular C cage H⋅⋅⋅O interaction, the dual‐emission intensity ratios were changed. Finally, it was demonstrated that the overall photoluminescence spectra can be estimated using the binding energy of intramolecular interactions.

Topics & Concepts

Intramolecular forceCarboraneIntermolecular forceExcited statePhotoluminescencePhotoexcitationQuenching (fluorescence)ChemistryPhotochemistryPhosphorescenceLuminescenceArylBoronEmission spectrumMaterials scienceSpectral lineMoleculeFluorescenceStereochemistryAtomic physicsOrganic chemistryOptoelectronicsPhysicsAlkylQuantum mechanicsAstronomyBoron Compounds in ChemistryLuminescence and Fluorescent MaterialsOrganoboron and organosilicon chemistry
Controlling the Dual‐Emission Character of Aryl‐Modified <i>o</i>‐Carboranes by Intramolecular CH⋅⋅⋅O Interaction Sites | Litcius