Design for a Solid‐State Luminescent Sensor Through Photo‐Induced Electron Transfer Based on Pyrene‐Modified <i>o</i>‐Carborane

Abstract Aryl‐tethered o ‐carboranes have attracted attention as a platform for obtaining functional solid‐state luminescent materials with stimuli‐responsiveness. To extend the versatility and applicability for advanced sensing technologies, it is essential to establish new mechanisms for regulating solid‐state luminescent properties. In this study, we demonstrate the regulation of solid‐state luminescent properties of the modified o ‐carborane through photo‐induced electron transfer. We synthesized the triad based on o ‐carborane modified with pyrene as a luminophore from intermolecular charge transfer and diethylaniline as a quencher. In the pristine solid state, significant emission was hardly observed due to emission quenching through photo‐induced electron transfer, while intense emission was recovered by acid vapor fuming for protonation at the diethylaniline moiety. Moreover, we confirmed that reversible changes underwent by amine vapor fuming. These results mean that solid‐state luminescent properties of o ‐carborane can be controlled by the commodity photochemical process according to the molecular design.

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Publication Details

Journal
Asian Journal of Organic Chemistry
Published
2024-11-08
DOI
https://doi.org/10.1002/ajoc.202400513
Citations
13
Primary Topic
Boron Compounds in Chemistry
Type
article
Field-Weighted Citation Impact
5.26

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article

Design for a Solid‐State Luminescent Sensor Through Photo‐Induced Electron Transfer Based on Pyrene‐Modified o‐Carborane

Shogo Nishiyama, Kazuo Tanaka, Junki Ochi
13 citations
Asian Journal of Organic Chemistry
Boron Compounds in Chemistry
5.26
article

Design for a Solid‐State Luminescent Sensor Through Photo‐Induced Electron Transfer Based on Pyrene‐Modified o‐Carborane

Shogo Nishiyama, Kazuo Tanaka, Junki Ochi
article en
13 citations

Abstract

Abstract Aryl‐tethered o ‐carboranes have attracted attention as a platform for obtaining functional solid‐state luminescent materials with stimuli‐responsiveness. To extend the versatility and applicability for advanced sensing technologies, it is essential to establish new mechanisms for regulating solid‐state luminescent properties. In this study, we demonstrate the regulation of solid‐state luminescent properties of the modified o ‐carborane through photo‐induced electron transfer. We synthesized the triad based on o ‐carborane modified with pyrene as a luminophore from intermolecular charge transfer and diethylaniline as a quencher. In the pristine solid state, significant emission was hardly observed due to emission quenching through photo‐induced electron transfer, while intense emission was recovered by acid vapor fuming for protonation at the diethylaniline moiety. Moreover, we confirmed that reversible changes underwent by amine vapor fuming. These results mean that solid‐state luminescent properties of o ‐carborane can be controlled by the commodity photochemical process according to the molecular design.

Asian Journal of Organic ChemistryVol. 14(1)
Kyoto University (JP), Kyoto Katsura Hospital (JP)
Asahi Glass Foundation, Japan Society for the Promotion of Science
Openalex Percentile: Top 4%
Boron Compounds in Chemistry
5.26
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Design for a Solid‐State Luminescent Sensor Through Photo‐Induced Electron Transfer Based on Pyrene‐Modified <i>o</i>‐Carborane — Shogo Nishiyama, Kazuo Tanaka, et al. · Asian Journal of Organic Chemistry (2024) | TGRS Research Map | TGRS