79485-96-4Relevant academic research and scientific papers
1,3-bicyclo[1.1.1]pentanediyl: The shortest rigid linear connector of phenylated photochromic units and a 1,5-dimethoxy-9,10-di(phenylethynyl) anthracene fluorophore
De Meijere, Armin,Ligang, Zhao,Belov, Vladimir N.,Bossi, Mariano,Noltemeyer, Matthias,Hell, Stefan W.
, p. 2503 - 2516 (2008/04/01)
An excess of bis-1,3-(4-iodophenyl)bicyclo[1.1.1]pentane, prepared in 63% yield by iodination of 1.3-diphenylbicyclo[1.1.1]pentane, was selectively mono-coupled with 9-ethynyl-1,5-dimethoxy-10-phenylethynylanthracene (26), and subsequently with the zinc derivatives of 1-(2-methyl/methoxy-4-methyl-5- phenylthiophen-3-yl)-2-(2-methyl/methoxy-4-methylthiophen-3-yl) perfluorocyclopentenes (38-H-41-H). Regioselective synthesis of the 2-unsubslituted thiophenes 38-H-41-H required intermediate prepara tion of 2-trimethylsilyl-3,5-dimethyl-4-bromothiophene (37) or 2-trimethylsilyl-5- methoxy-3-methyl-4-bromothiophene (40). Protection of the α-position of the thiophene ring with a 2-trimethylsilyl group blocks the rearrangement of the 4-lithio derivatives into the corresponding 2-lithiated thiophenes. With the bicyclo[1.1.1]pentane frag ment linking the photochromic units 1-3 and 1,5-dimethoxy-9,10-di(phenylethynyl)anthracene as a fluorescent part, quantitative resonance energy transfer between the excited state of the fluorophore (donor) and the closed form of the photochromic units 1-3 (acceptors) was observed. The closed forms of the methoxy-substituted photochromic units 2 and 3 are less resistant to UV light (313 nm) than the closed form of 1.
Photochromism of Dithienylethenes with Electron-Donating Substituents
Irie, Masahiro,Sakemura, Kazuyuki,Okinaka, Masakazu,Uchida, Kingo
, p. 8305 - 8309 (2007/10/03)
Bis(2,4-dimethyl-5-phenylthiophene-3-yl)perfluorocyclopentenes having hydrogen, methoxy, diethylamino, or cyano substituents at para-positions of the phenyl groups were synthesized to reveal the effect of the substitution on the absorption coefficient ε of the closed-ring forms and the photochemical reactivity.Electron-donating substituents, such as methoxy or diethylamino groups, were found to be effective to increase the absorption coefficient and to decrease the ring-opening quantum yield.The cyclization quantum yield was scarely affected by the substitution.The conversion from the open- to the closed-ring forms of the diethylamino-substituted compound in the photostationary state under irradiation with 313 nm light was close to 100percent.
Side-chain Effects on the Fragmentation Behaviour of Alkylthiophenes
Lange, D.,Budzikiewicz, H.
, p. 432 - 438 (2007/10/02)
The processes leading to the fragment ions formed from alkylthiophene molecule ions by benzylic cleavage without and with transfer of one hydrogen from the side-chain to the ring and the influence of additional methyl groups on the relative importance of these two fragmentation reactions were investigated.
Polyene compounds
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, (2008/06/13)
Novel 9-substituted or unsubstituted thienyl-3,7-dimethyl-nona-2,4,6,8-tetraene derivatives, useful as antitumor agents as well as processes for their preparation and novel intermediates are disclosed.
