Nusaiba Madappuram Cheruthu, P K Hashim, Saugata Sahu, Kiyonori Takahashi, Takayoshi Nakamura, Hideyuki Mitomo, Kuniharu Ijiro, Nobuyuki Tamaoki
{"title":"含有噻唑、异噻唑、噻二唑和异噻二唑的氮光开关。","authors":"Nusaiba Madappuram Cheruthu, P K Hashim, Saugata Sahu, Kiyonori Takahashi, Takayoshi Nakamura, Hideyuki Mitomo, Kuniharu Ijiro, Nobuyuki Tamaoki","doi":"10.1039/d4ob01573h","DOIUrl":null,"url":null,"abstract":"<p><p>We report a novel class of azophotoswitches incorporating various five-membered heteroaryl units such as thiazole, isothiazole, thiadiazole, and isothiadiazole. These azophotoswitches were developed through an initial screening of 24 compounds using DFT calculations to identify those with the wavelength of maximum absorption (<i>λ</i><sub>max</sub>) at a long wavelength. Subsequently, eight selected azophotoswitches were synthesized. Compounds containing both thiazole and isothiazole moieties showed relatively long <i>λ</i><sub>max</sub> compared to the other synthesized compounds. These azophotoswitches exhibited reversible isomerization under visible light irradiation at 430 nm, 450 nm, 470 nm (<i>trans</i> to <i>cis</i>) and 525 nm (<i>cis</i> to <i>trans</i>). Analysis of the X-ray crystal structures of the <i>cis</i> isomer of phenylazo[1,3,4-thiadiazole] exhibited a unique orthogonal geometry.</p>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":" ","pages":""},"PeriodicalIF":2.9000,"publicationDate":"2024-11-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Azophotoswitches containing thiazole, isothiazole, thiadiazole, and isothiadiazole.\",\"authors\":\"Nusaiba Madappuram Cheruthu, P K Hashim, Saugata Sahu, Kiyonori Takahashi, Takayoshi Nakamura, Hideyuki Mitomo, Kuniharu Ijiro, Nobuyuki Tamaoki\",\"doi\":\"10.1039/d4ob01573h\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><p>We report a novel class of azophotoswitches incorporating various five-membered heteroaryl units such as thiazole, isothiazole, thiadiazole, and isothiadiazole. These azophotoswitches were developed through an initial screening of 24 compounds using DFT calculations to identify those with the wavelength of maximum absorption (<i>λ</i><sub>max</sub>) at a long wavelength. Subsequently, eight selected azophotoswitches were synthesized. Compounds containing both thiazole and isothiazole moieties showed relatively long <i>λ</i><sub>max</sub> compared to the other synthesized compounds. These azophotoswitches exhibited reversible isomerization under visible light irradiation at 430 nm, 450 nm, 470 nm (<i>trans</i> to <i>cis</i>) and 525 nm (<i>cis</i> to <i>trans</i>). Analysis of the X-ray crystal structures of the <i>cis</i> isomer of phenylazo[1,3,4-thiadiazole] exhibited a unique orthogonal geometry.</p>\",\"PeriodicalId\":96,\"journal\":{\"name\":\"Organic & Biomolecular Chemistry\",\"volume\":\" \",\"pages\":\"\"},\"PeriodicalIF\":2.9000,\"publicationDate\":\"2024-11-13\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic & Biomolecular Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.1039/d4ob01573h\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic & Biomolecular Chemistry","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1039/d4ob01573h","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Azophotoswitches containing thiazole, isothiazole, thiadiazole, and isothiadiazole.
We report a novel class of azophotoswitches incorporating various five-membered heteroaryl units such as thiazole, isothiazole, thiadiazole, and isothiadiazole. These azophotoswitches were developed through an initial screening of 24 compounds using DFT calculations to identify those with the wavelength of maximum absorption (λmax) at a long wavelength. Subsequently, eight selected azophotoswitches were synthesized. Compounds containing both thiazole and isothiazole moieties showed relatively long λmax compared to the other synthesized compounds. These azophotoswitches exhibited reversible isomerization under visible light irradiation at 430 nm, 450 nm, 470 nm (trans to cis) and 525 nm (cis to trans). Analysis of the X-ray crystal structures of the cis isomer of phenylazo[1,3,4-thiadiazole] exhibited a unique orthogonal geometry.
求助内容：
应助结果提醒方式：
京公网安备 11010802042870号
