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분자활성촉매반응연구단
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3,5-Diarylimidazo[1,2-a]pyridines as Color-Tunable Fluorophores

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dc.contributor.authorJu Young Lee-
dc.contributor.authorJae Yul Shim-
dc.contributor.authorHong Ki Kim-
dc.contributor.authorDonguk Ko-
dc.contributor.authorMu-Hyun Baik-
dc.contributor.authorEun Jeong Yoo-
dc.date.available2017-09-05T05:20:44Z-
dc.date.created2017-05-19-
dc.date.issued2017-04-
dc.identifier.issn0022-3263-
dc.identifier.urihttps://pr.ibs.re.kr/handle/8788114/3731-
dc.description.abstractA new protocol for the synthesis of color-tunable fluorescent 3,5-diarylimidazo[1,2-a]pyridines has been achieved via palladium-catalyzed C-H amination of pyridinium zwitterions. Based on experimental results and computational analysis, we extracted a high correlation of photophysical properties with the theoretical concept and predicted emission wavelengths of 3,5-diarylimidazo[1,2-a]pyridines. The emission wavelengths of imidazo[1,2-a]pyridines increase as a function of the electron-withdrawing nature of the substituent on the C5-aryl group of imidazo[1,2-a]pyridine as a result of inductive effects on the LUMO levels. Varying the substituent on the C3-aryl group imidazo[1,2-a]pyridine changes the HOMO levels. Combining these two sites, the HOMO and LUMO levels can be tuned fairly decoupled from each other. This conceptual trend is demonstrated across a series where the C3 and C5 positions were functionalized independently and then utilizes a combination strategy where both sites are used to prepare fluorophores with a large window of emission wavelengths. In view of the biological properties of imidazo[1,2-a]pyridines, the developed method provides an efficient approach for understanding and preparing strongly fluorescent bioprobes. © 2017 American Chemical Society-
dc.description.uri1-
dc.language영어-
dc.publisherAMER CHEMICAL SOC-
dc.title3,5-Diarylimidazo[1,2-a]pyridines as Color-Tunable Fluorophores-
dc.typeArticle-
dc.type.rimsART-
dc.identifier.wosid000400124100033-
dc.identifier.scopusid2-s2.0-85018488057-
dc.identifier.rimsid59481ko
dc.date.tcdate2018-10-01-
dc.contributor.affiliatedAuthorHong Ki Kim-
dc.contributor.affiliatedAuthorMu-Hyun Baik-
dc.identifier.doi10.1021/acs.joc.7b00358-
dc.identifier.bibliographicCitationJOURNAL OF ORGANIC CHEMISTRY, v.82, no.8, pp.4352 - 4361-
dc.citation.titleJOURNAL OF ORGANIC CHEMISTRY-
dc.citation.volume82-
dc.citation.number8-
dc.citation.startPage4352-
dc.citation.endPage4361-
dc.date.scptcdate2018-10-01-
dc.description.scptc1-
dc.description.journalClass1-
dc.description.journalRegisteredClassscie-
dc.description.journalRegisteredClassscopus-
Appears in Collections:
Center for Catalytic Hydrocarbon Functionalizations(분자활성 촉매반응 연구단) > 1. Journal Papers (저널논문)
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