Thieno[3,2-b]pyridin-5(4H)-ones 의 합성과 광화학적특성

DC Field Value Language
dc.contributor.author 성단비 -
dc.contributor.author 문보현 -
dc.contributor.author 박솔 -
dc.contributor.author 이희승 -
dc.contributor.author 이지훈 -
dc.contributor.author 이연주 -
dc.contributor.author 신희재 -
dc.contributor.author 이종석 -
dc.date.accessioned 2020-07-15T14:52:43Z -
dc.date.available 2020-07-15T14:52:43Z -
dc.date.created 2020-02-11 -
dc.date.issued 2017-09-06 -
dc.identifier.uri https://sciwatch.kiost.ac.kr/handle/2020.kiost/23848 -
dc.description.abstract Molecular fluorescence is a rapidly growing research field, which has significant applications in physical, chemical, material, and biomedical sciences. In our continued efforts to construct a small molecular library of natural product-inspired fused heterocylic ring systems, thieno[3,2-b]pyridine-5(4H)-one has been recognized as a novel fluorescent scaffold. In this presentation, we demonstrate the synthesis of highly fluorescent thieno[3,2-b]pyridine-5(4H)-one derivatives and the photophysical properties of the resulting products. The chemical synthesis of these novel fluorophores employs a series of subsequent reactions employing the Suzuki-Miyaura cross-coupling reaction, and a regioselective aza-[3 + 3] cycloaddition reaction of 3-aminothiophenes with alpha,beta-unsaturated carboxylic acids promoted by BOP ((benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate). The structure-property relationship study of this novel fluorescent scaffold revealed that the introduction of a specific functional group to the thieno[3,2-b]pyridine-5(4H)-one scaffold enables the photophysical properties to be finely tuned. Consequently, significant hypsochromic and bathochromic shifts with large Stokes shifts up to 7672 cm-1 were observed and high quantum yields up to 99% were obtained in dichloromethane. The inherent ease of chemical modification of this fluorescent scaffold would bestow a tailor-made function into a molecule of choice.[1] Valeur, B. Berberan-Santos, M. N., Molecular Fluorescence, Second Edition. Wiley: 2012.[2] Lavis, L. D. Raines, R. T., ACS Chem. Biol. 2008, 3, 142-155.[3] Lavis, L. D. Raines, R. T., ACS Chem. Biol. 2014, 9, 855-866. -
dc.description.uri 1 -
dc.language English -
dc.publisher ISHC (International Society of Hetrocyclic Chemistry) -
dc.relation.isPartOf 제26회 ISHC(International Society of Heterocyclic Chemistry) Congress -
dc.title Thieno[3,2-b]pyridin-5(4H)-ones 의 합성과 광화학적특성 -
dc.title.alternative Synthesis and Photophysical Properties of Fluorescent Thieno[3,2-b]pyridin-5(4H)-ones -
dc.type Conference -
dc.citation.conferencePlace GE -
dc.citation.endPage 362 -
dc.citation.startPage 362 -
dc.citation.title 제26회 ISHC(International Society of Heterocyclic Chemistry) Congress -
dc.contributor.alternativeName 성단비 -
dc.contributor.alternativeName 문보현 -
dc.contributor.alternativeName 이희승 -
dc.contributor.alternativeName 이지훈 -
dc.contributor.alternativeName 이연주 -
dc.contributor.alternativeName 신희재 -
dc.contributor.alternativeName 이종석 -
dc.identifier.bibliographicCitation 제26회 ISHC(International Society of Heterocyclic Chemistry) Congress, pp.362 -
dc.description.journalClass 1 -
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Marine Resources & Environment Research Division > Marine Biotechnology &Bioresource Research Department > 2. Conference Papers
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