Topic
Fluorenone
About: Fluorenone is a research topic. Over the lifetime, 1067 publications have been published within this topic receiving 17162 citations. The topic is also known as: Diphenylene ketone & 9-Oxofluorene.
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TL;DR: A concise and facile synthesis of 2,8-disubstituted dithieno[3,2-b:6, 7-b]fluorenes starting from 2,7-dihydroxyfluorenone is reported.
Abstract: A concise and facile synthesis of 2,8-disubstituted dithieno[3,2-b:6,7-b]fluorenes starting from 2,7-dihydroxyfluorenone is reported. The key step involved is the tandem annulation–reduction of a 3,6-dichloro-2,7-di(alkynyl)fluorenone using Na2S·9H2O as a sulfur surrogate and reductant. The final dithiophene-fused fluorenes are obtained in reasonable yields (23–43%).
4 citations
TL;DR: It is shown that fluorene as a substituent does not facilitate intercalation while fluore none does, although the efficacy is determined by the position of substitution on the fluorenone as well as the N-acyloxy-N-alkoxyamide side chain.
Abstract: N-Acyloxy-N-alkoxyamides are direct-acting mutagens in S. typhimurium TA100 and TA98. A reliable QSAR for their activity in TA100 has been developed, which indicates reversible intercalation into the DNA helix through naphthalene substituents. In this paper, we show that fluorene as a substituent does not facilitate intercalation while fluorenone does, although the efficacy is determined by the position of substitution on the fluorenone as well as the N-acyloxy-N-alkoxyamide side chain. Where intercalation is evident, the increased binding to DNA is similar to that of naphthalene and is worth the equivalent of ca four LogP hydrophobicity units. 4-Substituted fluorenones, where the anomeric amide group is in the bay region do not intercalate, which is attributed to the requirement for a weaker edge-on, rather than an end-on intercalation. Mutagencity in S. typhimurium TA98, which detects frame shifts through intercalation, supports the findings. Fluorene appears not to intercalate, which points to the fact that the charge delocalised 2-fluorenylnitrenium ion, the ultimate metabolite from 2-aminofluorene (AF) and 2-acetylaminofluorene (AAF) is the itercalating agent responsible for frameshift mutations leading to their carcinogenicity.
4 citations
4 citations
TL;DR: In this paper, the electron accepting ability of 1,3-dithiepin moiety was investigated in the reaction of 2-trimethylsilyl-1,3dithi-pinide ion with di-tert-butyl-cyclopropenone, 2,3,6,7-dibenzotropone, and fluorenone.
Abstract: Some fulvalenoids containing 1,3-dithiepin counterpart (5a), (5b), and (5c) have been synthesized through the reaction of 2-trimethylsilyl-1,3-dithiepinide ion (6) with di-tert-butyl-cyclopropenone, 2,3;6,7-dibenzotropone, and fluorenone, respectively. Comparison of the 1H-NMR spectra of these fulvalenes indicated the electron accepting ability of the 1,3-dithiepin moiety.
4 citations
TL;DR: In this paper, the reactions of a solution of 2-(fluorenone)benzothiazoline with Pd(II). Hg(II), Cd( II), Zn(II) and UO2(VI) have been studied.
Abstract: 2-(Fluorenone)benzothiazolinc [I] has been sylithesized by a literature method aud characterized hy several tecliniques (IR 1H NMR, 13C NMR, TG. DTA and UV-Vis.) and elemental analyses. The reactions of a solution of 2-(fluorenone)benzothiazoline with Pd(II). Hg(II). Cd(II), Zn(II) and UO2(VI) ious have been studied. Spectral studies showed that rearrangement of the benzothiazoline to the Schiff base, N-2-mercaptophenylenimine, has occurred. The IR and NMR spectra reveal that the azomethine nitrogen and the thiolate sulphur are coordinating sites. Electronic spectral data suggest a square-planar structure for the Pd(II) coinplex while the others have tetrahedral geometries. The thennal decomposition behaviour of the complexes has also been studied.
4 citations