dc.contributor.author | Zissimou, Georgia A. | en |
dc.contributor.author | Kourtellaris, Andreas | en |
dc.contributor.author | Manoli, Maria | en |
dc.contributor.author | Koutentis, Panayiotis A. | en |
dc.creator | Zissimou, Georgia A. | en |
dc.creator | Kourtellaris, Andreas | en |
dc.creator | Manoli, Maria | en |
dc.creator | Koutentis, Panayiotis A. | en |
dc.date.accessioned | 2021-01-25T09:44:45Z | |
dc.date.available | 2021-01-25T09:44:45Z | |
dc.date.issued | 2018 | |
dc.identifier.issn | 0022-3263 | |
dc.identifier.uri | http://gnosis.library.ucy.ac.cy/handle/7/63015 | |
dc.description.abstract | Modifying the para-quinonimine 1,3-diphenyl-1,2,4-benzotriazin-7(1H)-one (2a) (E1/2–1/0 −1.20 V), by replacing the N1-phenyl by pentafluorophenyl, the C3-phenyl by trifluoromethyl, or the C7 carbonyl by ylidenemalononitrile, led to improved electron affinities as determined by cyclic voltammetry and computational studies. Combining structural changes further improved electron accepting abilities: the most electron deficient analogues (E1/2–1/0 ∼ −0.65 V) involved combining the ylidenemalononitrile groups at C7 with the trifluoromethyl groups at C3. 1,2,5-Thiadiazolo fusion at C5–C6 did not affect the redox behavior but did enhance the UV–vis absorption profile. During the synthesis of the thiadiazolo analogues, 1,4-thiazino-fused analogues 6 were obtained in low yield, which thermally ring contract to the triazafluoranthenones 7. Compounds are fully characterized, and X-ray data are provided for selected analogues. | en |
dc.source | The Journal of Organic Chemistry | en |
dc.source.uri | https://doi.org/10.1021/acs.joc.8b01311 | |
dc.title | Redox Active Quinoidal 1,2,4-Benzotriazines | en |
dc.type | info:eu-repo/semantics/article | |
dc.identifier.doi | 10.1021/acs.joc.8b01311 | |
dc.description.volume | 83 | |
dc.description.issue | 16 | |
dc.description.startingpage | 9391 | |
dc.description.endingpage | 9402 | |
dc.author.faculty | 002 Σχολή Θετικών και Εφαρμοσμένων Επιστημών / Faculty of Pure and Applied Sciences | |
dc.author.department | Τμήμα Χημείας / Department of Chemistry | |
dc.type.uhtype | Article | en |
dc.source.abbreviation | J. Org. Chem. | en |
dc.contributor.orcid | Zissimou, Georgia A. [0000-0003-4821-9469] | |
dc.contributor.orcid | Koutentis, Panayiotis A. [0000-0002-4652-7567] | |
dc.gnosis.orcid | 0000-0003-4821-9469 | |
dc.gnosis.orcid | 0000-0002-4652-7567 | |