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Showing 1 to 12 of 20 entries
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Thiophene-Fused π-Systems from Diarylacetylenes and Elemental Sulfur.

Journal of the American Chemical Society

Meng L, Fujikawa T, Kuwayama M, Segawa Y, Itami K.
PMID: 27501373
J Am Chem Soc. 2016 Aug 17;138(32):10351-5. doi: 10.1021/jacs.6b06486. Epub 2016 Aug 08.

A simple yet effective method for the formation of thiophene-fused π-systems is reported. When arylethynyl-substituted polycyclic arenes were heated in DMF in the presence of elemental sulfur, the corresponding thiophene-fused polycyclic arenes were obtained via cleavage of the ortho-C-H...

Aluminium-mediated aromatic C-F bond activation: regioswitchable construction of benzene-fused triphenylene frameworks.

Chemical communications (Cambridge, England)

Suzuki N, Fujita T, Amsharov KY, Ichikawa J.
PMID: 27722478
Chem Commun (Camb). 2016 Oct 27;52(88):12948-12951. doi: 10.1039/c6cc07199f.

Selective synthesis of benzo[f]tetraphenes or benzo[g]chrysenes was achieved via aromatic C-F bond cleavage and unprecedented regioselective C-C bond formation depending upon the choice of aluminium reagents. On treatment with AlCl

Synthesis of dibenzo[g,p]chrysenes from bis(biaryl)acetylenes via sequential ICl-induced cyclization and Mizoroki-Heck coupling.

The Journal of organic chemistry

Li CW, Wang CI, Liao HY, Chaudhuri R, Liu RS.
PMID: 17973528
J Org Chem. 2007 Nov 23;72(24):9203-7. doi: 10.1021/jo701504m. Epub 2007 Nov 01.

We report a facile synthesis of functionalized dibenzo[g,p]chrysenes via initial ICl-promoted cyclization of bis(biaryl)acetylenes, followed by the Mizoroki-Heck coupling reaction. This new approach works well for various bis(biaryl)acetylenes to afford dibenzo[g,p]chrysenes bearing various functionalities. With substrates of one special...

Sources of Resistance to .

Frontiers in genetics

Zitnick-Anderson K, Oladzadabbasabadi A, Jain S, Modderman C, Osorno JM, McClean PE, Pasche JS.
PMID: 32612633
Front Genet. 2020 Jun 16;11:475. doi: 10.3389/fgene.2020.00475. eCollection 2020.

Common bean (

Directed ortho-Metalation and Anionic ortho-Fries Rearrangement of Polycyclic Aromatic O-Carbamates: Regioselective Synthesis of Substituted Chrysenes.

The Journal of organic chemistry

Kancherla S, Lorentzen M, Snieckus V, Jørgensen KB.
PMID: 29542919
J Org Chem. 2018 Apr 06;83(7):3590-3598. doi: 10.1021/acs.joc.7b03210. Epub 2018 Mar 20.

A general method for the regioselective synthesis of a series of ortho-substituted chrysenyl N, N-diethyl- O-carbamates by the directed ortho-metalation (D oM) strategy is reported. The starting O-carbamates were prepared from the corresponding chrysenols, available by oxidative photochemical cyclization...

Construction of Phenanthrenes and Chrysenes from β-Bromovinylarenes via Aryne Diels-Alder Reaction/Aromatization.

The Journal of organic chemistry

Singh V, Verma RS, Khatana AK, Tiwari B.
PMID: 31552743
J Org Chem. 2019 Nov 01;84(21):14161-14167. doi: 10.1021/acs.joc.9b01644. Epub 2019 Oct 14.

A highly efficient transition-metal-free general method for the synthesis of polycyclic aromatic hydrocarbons like phenanthrenes and chrysenes (and tetraphene) from β-bromovinylarenes and arynes has been developed. The reactions proceed via an aryne Diels-Alder (ADA) reaction, followed by a facile...

3,6,9,12-Tetrasubstituted chrysenes: synthesis, photophysical properties, and application as blue fluorescent OLED.

The Journal of organic chemistry

Wu TL, Chou HH, Huang PY, Cheng CH, Liu RS.
PMID: 24295385
J Org Chem. 2014 Jan 03;79(1):267-74. doi: 10.1021/jo402429q. Epub 2013 Dec 05.

A short synthesis of unsubstituted chrysene is described to provide a cheap source of this compound. This chrysene was used to prepare 3,6,9,12-tetrabromochrysene, which was subsequently transformed into various 3,6,9,12-tetrasubstituted chrysenes bearing four aryl, alkynyl, or amino groups by...

Computational investigation of actuation mechanisms of droplets on porous air-permeable substrates.

Soft matter

Chrysinas P, Pashos G, Vourdas N, Kokkoris G, Stathopoulos VN, Boudouvis AG.
PMID: 29989132
Soft Matter. 2018 Jul 25;14(29):6090-6101. doi: 10.1039/c8sm00952j.

We study the actuation of droplets on porous substrates by air that permeates through pores. Air pockets are created between the droplets and the substrate which, eventually, incite the droplets to a quasi-moving state. We observe this mechanism computationally...

Palladium-catalyzed annulation of vic-bis(pinacolatoboryl)alkenes and -phenanthrenes with 2,2'-dibromobiaryls: facile synthesis of functionalized phenanthrenes and dibenzo[g,p]chrysenes.

Angewandte Chemie (International ed. in English)

Shimizu M, Nagao I, Tomioka Y, Hiyama T.
PMID: 18792911
Angew Chem Int Ed Engl. 2008;47(42):8096-9. doi: 10.1002/anie.200803213.

No abstract available.

Synthesis, crystal packing, and ambipolar carrier transport property of twisted dibenzo[g,p]chrysenes.

Chemistry, an Asian journal

Ueda Y, Tsuji H, Tanaka H, Nakamura E.
PMID: 24764179
Chem Asian J. 2014 Jun;9(6):1623-8. doi: 10.1002/asia.201402102. Epub 2014 Apr 24.

A versatile method for the synthesis of dibenzo[g,p]chrysene (DBC) derivatives based on regio- and stereoselective stannyllithiation to diarylacetylenes is described. This method affords a variety of DBCs possessing both electron-donating and electron-withdrawing functional groups. These twisted molecules take brickwork...

An orthogonal C-H borylation--cross-coupling strategy for the preparation of tetrasubstituted "A2B2"-chrysene derivatives with tuneable photophysical properties.

Chemical communications (Cambridge, England)

Heard KW, Morrison JJ, Weston L, Lo CH, Pirvu L, Raftery J, Little MS, McDouall JJ, Yeates SG, Quayle P.
PMID: 25745672
Chem Commun (Camb). 2015 Apr 11;51(28):6115-8. doi: 10.1039/c4cc10132d.

The regioselective, orthogonal functionalisation of 4,10-dichlorochrysene enables the synthesis of a variety of 2,8,4,10-"A2B2"-tetrasubstituted chrysenes. Such compounds exhibit broadened UV-vis absorption spectra, decreased band gap and higher HOMO levels compared to the parent chrysene.

Concise synthesis of halogenated chrysenes ([4]phenacenes) that favor pi-stack packing in single crystals.

Organic letters

Isobe H, Hitosugi S, Matsuno T, Iwamoto T, Ichikawa J.
PMID: 19663471
Org Lett. 2009 Sep 03;11(17):4026-8. doi: 10.1021/ol901693y.

A concise synthesis of halogenated chrysene derivatives from 2,2,2-trifluoroethyl tosylate and halostyrene was established. Friedel-Crafts type cyclization of a 1,1-difluoro-1-alkene bearing halogenated phenyl moieties involved skeletal rearrangement and dehydrogenation to afford the title compound in good to moderate yield....

Showing 1 to 12 of 20 entries