{"title":"α,β-二酮- bf2配合物上的α,β-二氮化:强内禀聚集诱导发射和有机自恢复电致变色。","authors":"Atul B Nipate, Rajeswara Rao Malakalapalli","doi":"10.1021/acs.joc.5c00825","DOIUrl":null,"url":null,"abstract":"<p><p>A novel one-step synthetic strategy was developed to synthesize α,β-diaryl β-diketone-BF<sub>2</sub> complexes (<b>2a</b>-<b>2g</b>) using readily available building blocks (1,2-diarylethanones). The complexes were further transformed to π-extended α,β-diaryl-β'-styryl-β-diketo-BF<sub>2</sub> (<b>3a</b>-<b>3c</b>) via Knoevenagel condensation with aromatic aldehydes. All the complexes exhibit strong intrinsic aggregation-induced emission, with fluorescence colors tuning from cyan (λ<sub>em</sub> = 470 nm) to red (λ<sub>em</sub> = 652 nm) and the quantum yields reaching up to 90%. The complexes were demonstrated for electrochromism, which exhibits a drastic color change from colorless to purple upon applying a reduction potential of -1.3 V with spontaneous self-oxidation from the reduced state.</p>","PeriodicalId":57,"journal":{"name":"Journal of Organic Chemistry","volume":" ","pages":"8319-8328"},"PeriodicalIF":3.6000,"publicationDate":"2025-06-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"α,β-Diarylation on β-Diketo-BF<sub>2</sub> Complexes: Strong Intrinsic Aggregation-Induced Emission and Organic Self-Recovering Electrochromism.\",\"authors\":\"Atul B Nipate, Rajeswara Rao Malakalapalli\",\"doi\":\"10.1021/acs.joc.5c00825\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><p>A novel one-step synthetic strategy was developed to synthesize α,β-diaryl β-diketone-BF<sub>2</sub> complexes (<b>2a</b>-<b>2g</b>) using readily available building blocks (1,2-diarylethanones). The complexes were further transformed to π-extended α,β-diaryl-β'-styryl-β-diketo-BF<sub>2</sub> (<b>3a</b>-<b>3c</b>) via Knoevenagel condensation with aromatic aldehydes. All the complexes exhibit strong intrinsic aggregation-induced emission, with fluorescence colors tuning from cyan (λ<sub>em</sub> = 470 nm) to red (λ<sub>em</sub> = 652 nm) and the quantum yields reaching up to 90%. The complexes were demonstrated for electrochromism, which exhibits a drastic color change from colorless to purple upon applying a reduction potential of -1.3 V with spontaneous self-oxidation from the reduced state.</p>\",\"PeriodicalId\":57,\"journal\":{\"name\":\"Journal of Organic Chemistry\",\"volume\":\" \",\"pages\":\"8319-8328\"},\"PeriodicalIF\":3.6000,\"publicationDate\":\"2025-06-20\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Organic Chemistry\",\"FirstCategoryId\":\"1\",\"ListUrlMain\":\"https://doi.org/10.1021/acs.joc.5c00825\",\"RegionNum\":2,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"2025/6/9 0:00:00\",\"PubModel\":\"Epub\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Organic Chemistry","FirstCategoryId":"1","ListUrlMain":"https://doi.org/10.1021/acs.joc.5c00825","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2025/6/9 0:00:00","PubModel":"Epub","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
α,β-Diarylation on β-Diketo-BF2 Complexes: Strong Intrinsic Aggregation-Induced Emission and Organic Self-Recovering Electrochromism.
A novel one-step synthetic strategy was developed to synthesize α,β-diaryl β-diketone-BF2 complexes (2a-2g) using readily available building blocks (1,2-diarylethanones). The complexes were further transformed to π-extended α,β-diaryl-β'-styryl-β-diketo-BF2 (3a-3c) via Knoevenagel condensation with aromatic aldehydes. All the complexes exhibit strong intrinsic aggregation-induced emission, with fluorescence colors tuning from cyan (λem = 470 nm) to red (λem = 652 nm) and the quantum yields reaching up to 90%. The complexes were demonstrated for electrochromism, which exhibits a drastic color change from colorless to purple upon applying a reduction potential of -1.3 V with spontaneous self-oxidation from the reduced state.
期刊介绍:
Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.