The synthesis of new 3,4-(bisaryl)-1,8-naphthalimide and 2,3-(bisaryl)-7 H-benzimidazo[2,1-a]benzo[d]isoquinolin-7-one compounds and an investigation of their photochromic properties

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dc.contributor.authorOrhan, Ersin
dc.contributor.authorKöse, Mahmut
dc.contributor.authorYazan, Tolga
dc.date.accessioned2020-04-30T23:34:33Z
dc.date.available2020-04-30T23:34:33Z
dc.date.issued2018
dc.departmentDÜ, Fen-Edebiyat Fakültesi, Kimya Bölümüen_US
dc.descriptionorhan, ersin/0000-0002-5461-1005en_US
dc.descriptionWOS: 000440654100012en_US
dc.description.abstractThree new photochromic compounds, 3-(2,5-dimethyl-3-thienyl)-4-(2-phenyl-5-methyl-4-thiazolyl)-l,8-naphthalimide (1-O), 2,3-bis(2-phenyl-5-methyl-4-thiazolyl)-7H-benzimidazo[2,1-a]benzo[de]isoquinolin-7-one (2-O), and 2,5-dimethyl-3-thienyl)-7H-benzimidazo[2,1-a]benzo[de]isoquinolin-7-one (3-O), were synthesized and their photochromic properties were studied. Compound 1-O was synthesized by two consecutive Suzuki coupling reactions using 2,5-dimethylthiophene-3-boronic acid and 5-methyl-2-phenylthiazole-4-boronic acid. Photochromic compounds 2-O and 3-O were prepared by multistep reactions starting with 3-iodo-4-bromo-1,8-naphthalic anhydride and 2,5-dimethylthiophene3-boronic acid or 2-phenyl-5-methylthiazole-4-boronic acid. All photochromic compounds showed a color change from colorless (or light yellow) to blue-green, purple, or orange colors (depending on the nature of the structures) on exposure to UV light at 365 nm in ethyl acetate solutions. The colored solutions can be reversed to the original colorless (or light yellow) solution by exposure to visible light at 530 nm.en_US
dc.description.sponsorshipBulent Ecevit UniversityBulent Ecevit University [BAP 2014-72118496-06]; Scientific and Technological Research Council of Turkey (TUBITAK)Turkiye Bilimsel ve Teknolojik Arastirma Kurumu (TUBITAK) [111T490]en_US
dc.description.sponsorshipThe authors are grateful to Bulent Ecevit University (Grant No.: BAP 2014-72118496-06) and the Scientific and Technological Research Council of Turkey (TUBITAK) (Grant No.: 111T490) for financial support.en_US
dc.identifier.doi10.3906/kim-1711-3en_US
dc.identifier.endpage1094en_US
dc.identifier.issn1300-0527
dc.identifier.issue4en_US
dc.identifier.scopusqualityQ3en_US
dc.identifier.startpage1086en_US
dc.identifier.urihttps://doi.org/10.3906/kim-1711-3
dc.identifier.urihttps://hdl.handle.net/20.500.12684/5184
dc.identifier.volume42en_US
dc.identifier.wosWOS:000440654100012en_US
dc.identifier.wosqualityQ3en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.language.isoenen_US
dc.publisherScientific Technical Research Council Turkey-Tubitaken_US
dc.relation.ispartofTurkish Journal Of Chemistryen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/openAccessen_US
dc.subjectDiaryletheneen_US
dc.subjectphotochromismen_US
dc.subject1,8-naphthalimideen_US
dc.subject1,8-naphthalic anhydrideen_US
dc.subject7 H-benzimidazo[2,1-a]benz[de] isoquinolin-7-oneen_US
dc.titleThe synthesis of new 3,4-(bisaryl)-1,8-naphthalimide and 2,3-(bisaryl)-7 H-benzimidazo[2,1-a]benzo[d]isoquinolin-7-one compounds and an investigation of their photochromic propertiesen_US
dc.typeArticleen_US

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