From 2,5-Diformyl-1,4-dihydropyrrolo[3,2-b]pyrroles to Quadrupolar, Centrosymmetric Two-Photon-Absorbing A–D–A Dyes

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dc.contributor.authorKowalczyk, Paweł
dc.contributor.authorTasior, Mariusz
dc.contributor.authorOzaki, Shuhei
dc.contributor.authorKamada, Kenji
dc.contributor.authorGryko, Daniel T.
dc.contributor.organizationInstitute of Organic Chemistry, Polish Academy of Sciencesen
dc.contributor.organizationNMRI, National Institute of Advanced Industrial Science and Technology (AIST)en
dc.contributor.organizationJapan Department of Chemistry, Graduate School of Science and Technology, Kwansei Gakuin Universityen
dc.date.accessioned2022-06-23T09:52:02Z
dc.date.available2022-06-23T09:52:02Z
dc.date.issued2022-03-28
dc.description.abstractAn original approach has been developed for the insertion of formyl substituents at positions 2 and 5 of 1,4-dihydropyrrolo[3,2-b]pyrroles by conversion of thiazol-2-yl sub stituents. The synthetic utility of these formyl groups was investigated, and a series of centrosymmetric A−π−D−π−A frameworks were constructed. The two-photon absorption of the quadrupolar pyrrolo[3,2-b]pyrrole possessing two dicyanovinyli dene flanking groups is attributed to an S0 → (S1) → S4 transition which has a large TPA cross-section (1300 GM) for a molecule of this size.en
dc.description.sponsorshipPolish National Science Centre, Poland (HARMONIA 2018/30/M/ST5/00460) Foundation for Polish Science (TEAM POIR.04.04.00-00-3CF4/16-00) EC (MSC ITN CHAIR) JSPS KAKENHI Grant No. 21H01887
dc.identifier.citationOrg. Lett. 2022, 24, 2551−2555. https://doi.org/10.1021/acs.orglett.2c00718en
dc.identifier.doi10.1021/acs.orglett.2c00718
dc.identifier.issn1523-7060
dc.identifier.issn1523-7052
dc.identifier.urihttps://open.icm.edu.pl/handle/123456789/21369
dc.language.isoen
dc.publisherAmerican Chemical Societyen
dc.rightsUznanie autorstwa 4.0 Międzynarodowe*
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/*
dc.subjectaromatic compoundsen
dc.subjectdyes and pigmentsen
dc.subjectenergyen
dc.subjectexcited statesen
dc.subjectquantum mechanicsen
dc.titleFrom 2,5-Diformyl-1,4-dihydropyrrolo[3,2-b]pyrroles to Quadrupolar, Centrosymmetric Two-Photon-Absorbing A–D–A Dyesen
dc.typearticleen
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