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Photophysical properties of heteroaromatic ring-fused(di)benzosiloles

Science China Chemistry 2011年第12期54卷 1937-1947页

作者： SHIMIZU masaki MOCHIDA Kenji katoh masaki HIYAMA Tamejiro Department of Material Chemistry Graduate School of EngineeringKyoto University Kyoto University Katsura Current address:Research & Development Initiative Chuo University

Benzosiloles fused to heterocycles such as thiophene,benzothiophene,and benzofuran,and indole-and benzosilole-fused dibenzosiloles were prepared by palladium-catalyzed intramolecular coupling of the corresponding 2-(arylsilyl)aryl triflates in good to high yields.Molecular and crystal structures of 5,7-dihydro-5,5,7,7-tetrakis(1-methylethyl)bis[1]benzosilolo-[2,3-b:3',2'-d]thiophene,6-methyl-12,12-diisopropyl-12H-indololo[3,2-b][1]silafluorene,and 5,5,11,11-tetraisopropyl-5,11H-benzosi-lolo[3,2-c]silafluorene were determined by X-ray diffraction analysis.The UV absorption spectra of the(di)benzosilole derivatives in cyclohexane red-shifted when compared to 1,1-diisopropyldibenzosilole,indicating that replacing a benzene ring of dibenzosilole by the heterocycles as well as fusion of indole and benzosilole moieties onto dibenzosilole narrowed the HOMO-LUMO gaps of the λ-conjugation system.The thiophene-fused benzosiloles were faintly fluorescent in solution and in the solid state,whereas the dibenzosiloles exhibited luminescence with moderate and high quantum yields in cyclohexane and in microcrystals,respectively.In other words,aggregation-induced emission was observed for the dibenzosiloles.Notably,5,5,11,11-tetraisopropyl-5,11H-benzosilolo[3,2-c]silafluorene in microcrystals exhibited violet fluorescence(λmax = 396 nm) with a quantum yield of 0.70.Density functional theory(DFT) calculations of the prepared(di)benzosiloles were also performed.

关键词：杂环类光物理性质荧光量子产率 X-射线衍射分析稠环密度泛函理论晶体结构光谱红移

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Interferon alpha plus ribavirin combination treatment of Japanese chronic hepatitis C patients with HCV genotype 2:A project of the Kyushu University Liver Disease Study Group

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World Journal of Gastroenterology 2006年第5期12卷 784-790页

作者： Norihiro Furusyo masaki katoh Yuichi Tanabe Eiji Kajiwara Toshihiro Maruyama Junya Shimono Hironori Sakai Makoto Nakamuta Hideyuki Nomura Akihide Masumoto Shinji Shimoda Kazuhiro Takahashi Koichi Azuma Jun Hayashi Kyushu University Liver Disease Study Group Department of General Medicine Kyushu University HospitalFukuokaJapan Department of Medicine Fukuoka City HospitalFukuokaJapan Department of Internal Medicine Nippon Steel Yawata Memorial HospitalKitakyushuJapan Department of Medicine Kitakyushu Municipal Medical CenterKitakyushuJapan Department of Medicine Yahata Saiseikai HospitalKitakyushuJapan Department of Gastroenterology National Hospital Organization Kyushu Medical CenterFukuokaJapan Department of Medicine and Bioregulatory Science Graduate School of Medical SciencesKyushu UniversityFukuokaJapan Department of Internal Medicine ShinKokura HospitalKitakyushuJapan Department of Clinical Research National Hospital OrganizationKokura HospitalKitakyushuJapan Department of Medicine and Biosystemic Science Graduate School of Medical SciencesKyushu UniversityFukuokaJapan Department of Medicine Hamanomachi HospitalFukuokaJapan Department of Medicine and Clinical Science Graduate School of Medical SciencesKyushu UniversityFukuokaJapan

瞄准：决定一座干扰素高山的功效哈并且为感染遗传型 2 的丙肝病毒(HCV ) 的日本病人的 ribavirin 联合治疗，多中心研究回顾地被分析。方法：总共，有 HCV 遗传型 2 的 173 个病人每天一个星期和 ribavirin 的 600-800 mg 为 24 wk 三... 详细信息

瞄准：决定一座干扰素高山的功效哈并且为感染遗传型 2 的丙肝病毒(HCV ) 的日本病人的 ribavirin 联合治疗，多中心研究回顾地被分析。方法：总共，有 HCV 遗传型 2 的 173 个病人每天一个星期和 ribavirin 的 600-800 mg 为 24 wk 三次皮下地收到 interferon-alpha。结果：总的来说持续的 virological 反应(SVR ) ，在浆液的定义同样无法发现的 HCV RNA，在治疗的结束以后的 24 wk，在 84.4% 显著地高，(146/173 ) 由 intention-to-treat 分析。在 SVR 的有效差量有或没有 ribavirin (46.9% 对 92.9%) 的中止在病人之间被发现，但是没有差别有或没有 ribavirin 的剂量减小在那些之间被发现。在 SVR 的有效差量也与 16 或更与不到 16 wk 和病人在病人之间被发现 ribavirin 治疗(34.8% 对 92.0%) 的星期。结论：24-wk 干扰素和 ribavirin 治疗为有 HCV 遗传型 2 的日本病人是高度有效的。SVR 的重要预言者是 ribavirin 治疗的继续多达 16 个星期。

关键词：病毒唑干扰素α 丙型病毒肝炎日本药物治疗

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Photophysical properties of heteroaromatic ring-fused(di)benzosiloles

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中国科学：化学 2012年第1期42卷 116-117页

作者： SHIMIZU masaki MOCHIDA Kenji katoh masaki HIYAMA Tamejiro Department of Material Chemistry Graduate School of Engineering Kyoto University Kyoto University Katsura Nishikyo-ku Kyoto 615-8510 Japan Current address： Research ＆ Development Initiative Chuo University 1-13-27 Kasuga Bunkyo-ku Tokyo 112-8551 Japan

Benzosiloles fused to heterocycles such as thiophene,benzothiophene,and benzofuran,and indole-and benzosilole-fused dibenzosiloles were prepared by palladium-catalyzed intramolecular coupling of the corresponding 2-(arylsilyl)aryl triflates in good to high yields.Molecular and crystal structures of 5,7-dihydro-5,5,7,7-tetrakis(1-methylethyl)bis[1]benzosilolo-[2,3-b:3',2'-d]thiophene,6-methyl-12,12-diisopropyl-12H-indololo[3,2-b][1]silafluorene,and 5,5,11,11-tetraisopropyl-5,11H-benzosi lolo[3,2-c]silafluorene were determined by X-ray diffraction analysis.The UV absorption spectra of the(di)benzosilole derivatives in cyclohexane red-shifted when compared to 1,1-diisopropyldibenzosilole,indicating that replacing a benzene ring of dibenzosilole by the heterocycles as well as fusion of indole and benzosilole moieties onto dibenzosilole narrowed the HOMO-LUMO gaps of the π-conjugation system.The thiophene-fused benzosiloles were faintly fluorescent in solution and in the solid state,whereas the dibenzosiloles exhibited luminescence with moderate and high quantum yields in cyclohexane and in microcrystals,respectively.In other words,aggregation-induced emission was observed for the dibenzosiloles.Notably,5,5,11,11-tetraisopropyl-5,11H-benzosilolo[3,2-c]silafluorene in microcrystals exhibited violet fluorescence(λmax = 396 nm) with a quantum yield of 0.70.Density functional theory(DFT) calculations of the prepared(di)benzosiloles were also performed.

关键词：杂环类光物理性质荧光量子产率环己烷衍生物 X射线衍射分析稠环密度泛函理论晶体结构

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