A(2)B- and A(3)-Type Boron(III)Subchlorins Derived from meso-Diethoxycarbonyltripyrrane: Synthesis and Photophysical Exploration
DC Field | Value | Language |
---|---|---|
dc.contributor.author | Soman, Rahul | - |
dc.contributor.author | Chandra, Brijesh | - |
dc.contributor.author | Bhat, Ishfaq A. | - |
dc.contributor.author | Kumar, B. Sathish | - |
dc.contributor.author | Hossain, Sk Saddam | - |
dc.contributor.author | Nandy, Sridatri | - |
dc.contributor.author | Jose, K. V. Jovan | - |
dc.contributor.author | Panda, Pradeepta K. | - |
dc.date.accessioned | 2023-09-04T07:16:07Z | - |
dc.date.available | 2023-09-04T07:16:07Z | - |
dc.date.created | 2023-07-21 | - |
dc.date.issued | 2021-08 | - |
dc.identifier.issn | 0022-3263 | - |
dc.identifier.uri | https://scholarworks.bwise.kr/hanyang/handle/2021.sw.hanyang/189712 | - |
dc.description.abstract | The first direct fabrication of A(2)B- and A(3)-type B(III)-subchlorins from meso-ethoxycarbonyl-substituted tripyrrane has been realized by condensation with appropriate acid chlorides (benzoyl chloride, butyryl chloride, and ethyl chlorooxoacetate). The aliphatic acid chloride-based annulation reaction is new to subporphyrinoid chemistry. The phenyl (6a)- or n-propyl (6b)substituted derivatives could be oxidized to the corresponding B(III)-subporphyrins upon refluxing with DDQ, whereas the triethoxycarbonyl moiety (6c) was found to be resistant to oxidation and exhibits the most red-shifted absorption (587 nm) and emission (604 nm). The study indicates that absorption and emission behaviors of the B(III)subchlorin can be tuned by the introduction of electron-rich or electron-deficient substituents at the meso-position. B(III)subchlorins 6a and 6c generate singlet oxygen efficiently (44 and 40%, respectively) and, thus, may find application as potential photosensitizers in photodynamic therapy (PDT). | - |
dc.language | 영어 | - |
dc.language.iso | en | - |
dc.publisher | AMER CHEMICAL SOC | - |
dc.title | A(2)B- and A(3)-Type Boron(III)Subchlorins Derived from meso-Diethoxycarbonyltripyrrane: Synthesis and Photophysical Exploration | - |
dc.type | Article | - |
dc.contributor.affiliatedAuthor | Kumar, B. Sathish | - |
dc.identifier.doi | 10.1021/acs.joc.1c01001 | - |
dc.identifier.scopusid | 2-s2.0-85111185266 | - |
dc.identifier.wosid | 000684025500027 | - |
dc.identifier.bibliographicCitation | JOURNAL OF ORGANIC CHEMISTRY, v.86, no.15, pp.10280 - 10287 | - |
dc.relation.isPartOf | JOURNAL OF ORGANIC CHEMISTRY | - |
dc.citation.title | JOURNAL OF ORGANIC CHEMISTRY | - |
dc.citation.volume | 86 | - |
dc.citation.number | 15 | - |
dc.citation.startPage | 10280 | - |
dc.citation.endPage | 10287 | - |
dc.type.rims | ART | - |
dc.type.docType | 정기학술지(Article(Perspective Article포함)) | - |
dc.description.journalClass | 1 | - |
dc.description.isOpenAccess | N | - |
dc.description.journalRegisteredClass | scie | - |
dc.description.journalRegisteredClass | scopus | - |
dc.relation.journalResearchArea | Chemistry | - |
dc.relation.journalWebOfScienceCategory | Chemistry, Organic | - |
dc.subject.keywordPlus | CONTRACTED PORPHYRINS | - |
dc.subject.keywordPlus | SUBPHTHALOCYANINES | - |
dc.subject.keywordPlus | SUBPORPHYRINS | - |
dc.subject.keywordPlus | DYNAMICS | - |
dc.subject.keywordPlus | ANALOGS | - |
dc.identifier.url | https://pubs.acs.org/doi/10.1021/acs.joc.1c01001 | - |
Items in ScholarWorks are protected by copyright, with all rights reserved, unless otherwise indicated.
222, Wangsimni-ro, Seongdong-gu, Seoul, 04763, Korea+82-2-2220-1365
COPYRIGHT © 2021 HANYANG UNIVERSITY.
Certain data included herein are derived from the © Web of Science of Clarivate Analytics. All rights reserved.
You may not copy or re-distribute this material in whole or in part without the prior written consent of Clarivate Analytics.