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2,6- and 2,7-Dimethylanthracenes were reduced seriatim with lithium in liquid ammonia and lithium in methylamine to their 1,4,5,8,9,10-hexahydro derivatives. Two-fold epoxidation of these tetraenes provided the cis and trans diepoxides resulting from electrophilic attack at the inner double bonds. Trans diepoxide 1 has the very unusual characteristic of lacking a σ plane of symmetry but possessing an inversion center. As a consequence, the 1H NMR spectrum of C1-symmetric 1 is simplified relative to those of its isomers 5, 9, and 10. 相似文献
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Charles B. de Koning Sunnyboy S. Manzini Joseph P. Michael Edwin M. Mmutlane Tefo R. Tshabidi Willem A.L. van Otterlo 《Tetrahedron》2005,61(3):555-564
The synthesis of substituted anthracenes from naphthalene precursors is described. The key step involved heating ortho-allyl substituted naphthalene-2-carbaldehydes and potassium t-butoxide in DMF with concomitant irradiation from a high pressure mercury lamp to afford anthracenes in yields of 76-98%. 相似文献
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Dr. Philipp Niermeier Dr. Jan-Hendrik Lamm Dr. Andreas Mix Beate Neumann Dr. Hans-Georg Stammler Prof. Dr. Norbert W. Mitzel 《ChemistryOpen》2019,8(3):304-315
α,ω-Bis(1,8-dichloroanthracen-10-yl)alkanes with (CH2)n-linker units (n=1–4) were synthesized starting from 1,8-dichloroanthracen-10(9H)-one. This was transformed into anthracenes with allyl, bromomethyl and propargyl substituents in position 10; these were converted in various C−C-bond formation reactions (plus hydrogenation), leading to two anthracene units flexibly linked by α,ω-alkandiyl groups. 1,2-Ethandiyl- and 1,3-propandiyl-linked derivatives were functionalized with ethynyl groups in positions 1, 8, 1’ and 8’, and these terminally functionalized by Me3Sn groups using Me2NSnMe3. All linked bisanthracenes were subjected to UV light induced cyclomerization and a series of 9,10 : 9’,10’-photo-cyclomers were obtained. Their thermal cycloreversion and (repeated) switchability was demonstrated. 1,3-Bis{1,8-bis[(trimethylstannyl)ethynyl]anthracen-10-yl}propane served as model compound for photo-switchable acceptor molecules and its open and closed forms were characterized by NMR and DOSY experiments. 相似文献
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《Analytical letters》2012,45(21-22):2141-2145
Abstract A study has been conducted of the fluorimetric properties of substituted anthracenes, following complexation with bovine serum albuinin(BSA). It was found that although protein binding of the ligands enhances their fluorimetric properties, it fails to do so for their phosphorimetric properties. BSA would serve well in post column reactors for HPLC detectors, but not in pre-column systems. 相似文献
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Vladimir A. Kuimov Nina K. Gusarova Svetlana F. Malysheva Boris A. Trofimov 《Tetrahedron letters》2018,59(52):4533-4536
Anthracene and its 9- or 9,10-substituted (Me, Ph, Cl, Br) derivatives react with red phosphorus (Pn) in the KOH/DMSO superbase system at 85–120?°C to afford 9,10-dihydroanthracenes in good to excellent yields, thus providing simple and clean access to these extensively used dihydroaromatics. 相似文献
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A successive route for the synthesis of substituted dibenzo[a,e]cycloheptatriene 1 was established by the reduction of 2-allylbenzaldehyde 4, the BF3·OEt2-mediated intermolecular coupling of 2-allylphenylmethanol 5 with oxygenated benzenes 6, the olefinic oxidative cleavage of 7 and the intramolecular ring-closure of 8. Functionalized anthracene 13 were prepared from 2-vinylbenzaldehyde 9. The key structures were confirmed by X-ray single crystal diffraction analysis. 相似文献
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Li‐Hua Zheng Xiang‐Ying Meng Yong‐Li Bao Yin Wu Chun‐Lei Yu Yan‐Xin Huang Yu‐Xin Li 《Helvetica chimica acta》2011,94(8):1488-1495
One new anthracene derivative, juglanthracenoside A ( 1 ), two new anthraquinones, juglanthraquinone A ( 2 ) and juglanthraquinone B ( 3 ), along with a new naturally occurring anthraquinone, 9,10‐dihydro‐4,8‐dihydroxy‐9,10‐dioxoanthracene‐2‐carboxylic acid ( 4 ), have been isolated from the stem bark of Juglans mandshurica. Their structures were established by detailed spectroscopic analysis and comparison of the NMR data with those of related compounds. Compound 1 displayed noticeable antioxidant activity in both 1,1‐diphenyl‐2‐picrylhydrazyl (DPPH) and 2,2′‐azinobis(3‐ethylbenzothiazoline‐6‐sulfonic acid) (ABTS) free radical‐scavenging assays, while compound 4 showed strong cytotoxicity against HepG2, SGC7901, HCT‐8, and A549 cell lines in vitro. 相似文献
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Abstract Anthracene diaryl bromide was prepared via the acid catalyzed condensation of veratrole with p-bromobenzaldehyde. Mixing of toluene solutions of anthracene diaryl bromide and C60 fullerene led to the formation of a 1:1 solid state complex. Evidence for the complex is based on microanalysis and FTIR. A crystal structure of the anthracene diaryl bromide is presented and a dimeric butterfly structure has been proposed for the supramolecular species in solution. 相似文献
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Wei‐Min Liu Ya Lin Tnay Kian Ping Gan Zhen‐Hong Liu Wan Huei Tyan Koichi Narasaka 《Helvetica chimica acta》2012,95(10):1953-1969
Various polycyclic arenes, such as naphthalenes, tetrahydroantharacenes, tetrahydrotetracenes, dihydropentacenes, and dihydropentaphenes are prepared from 2‐alkenylphenyl ketones and aldehydes by the catalytic use of copper(II) trifluoromethanesulfonate (Cu(OTf)2) or trifluoromethanesulfuric acid (TfOH). 相似文献
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