{"title":"Design for a Solid‐State Luminescent Sensor Through Photo‐Induced Electron Transfer Based on Pyrene‐Modified o‐Carborane","authors":"Shunsuke Nishiyama , Junki Ochi , Kazuo Tanaka","doi":"10.1002/ajoc.202400513","DOIUrl":null,"url":null,"abstract":"<div><div>Aryl‐tethered <em>o</em>‐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 <em>o</em>‐carborane through photo‐induced electron transfer. We synthesized the triad based on <em>o</em>‐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 <em>o</em>‐carborane can be controlled by the commodity photochemical process according to the molecular design.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 1","pages":"Article e202400513"},"PeriodicalIF":2.8000,"publicationDate":"2025-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Asian Journal of Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S219358072400429X","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
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.
期刊介绍:
Organic chemistry is the fundamental science that stands at the heart of chemistry, biology, and materials science. Research in these areas is vigorous and truly international, with three major regions making almost equal contributions: America, Europe and Asia. Asia now has its own top international organic chemistry journal—the Asian Journal of Organic Chemistry (AsianJOC)
The AsianJOC is designed to be a top-ranked international research journal and publishes primary research as well as critical secondary information from authors across the world. The journal covers organic chemistry in its entirety. Authors and readers come from academia, the chemical industry, and government laboratories.