- Extended π-Conjugated Structures via Dehydrative C-C Coupling
-
We describe a methodology for the synthesis of extended aromatic structures through dehydrative C-C coupling from readily accessible diols. Treatment of the diols with a Br?nsted acid (para-toluenesulfonic acid) induces the nucleophilic addition of an arene or heteroarene, yielding fully aromatic products in high to quantitative yields with thiophenes, furan, indole, and N,N-dimethylaniline as coupling partners. The C-C coupling reactions proceed under mild, open flask conditions and offer high atom economy, while providing an attractive alternative approach to metal-catalyzed cross-coupling.
- Voll, Constantin-Christian A.,Swager, Timothy M.
-
-
Read Online
- Synthesis of 9,10-Diarylanthracenes via Mg(TMP) 2 ·2LiCl-Mediated Benzyne Generation/[4+2] Cycloaddition and Deoxygenation of 9,10-Epoxyanthracene Intermediates
-
A new synthetic route to functionalized 9,10-diarylanthracenes has been developed. 9,10-Epoxyanthracene intermediates were prepared by [4+2] cycloaddition of 1,3-diarylisobenzofuran with a variety of functionalized benzyne intermediates, which were obtained by Mg(TMP) 2 ·2LiCl-mediated benzyne generation. For the cleavage of the resultant 9,10-epoxyanthracene intermediates, we developed mild deoxygenation conditions using a combination of trifluoroacetic acid and Et 3 SiH. The utility of this sequence was demonstrated by application to the synthesis of 5,7,12,14-tetraphenylpentacene.
- Miyamoto, Naoya,Nakazawa, Yuki,Nakamura, Takanori,Okano, Kentaro,Sato, Sota,Sun, Zhe,Isobe, Hiroyuki,Tokuyama, Hidetoshi
-
p. 513 - 518
(2017/12/08)
-
- Synthesis of diarylated aromatic hydrocarbons by dehydroxylation of diols using the titanium(IV) chloride and triethylamine reagent system
-
1,2-Diarylacenaphthylene, 9,10-diarylphenanthrene and 9,10-diarylanthracene derivatives were obtained in good yields (61-92%) in short reaction times (5-30 min) from the corresponding diols with the titanium(III) reagent prepared in situ using the TiCl4/Et3N reagent system in dichloromethane at 25 °C. Georg Thieme Verlag Stuttgart ? New York.
- Periasamy, Mariappan,Beesu, Mallesh,Shanmugaraja, Masilamani
-
p. 2913 - 2918
(2013/10/22)
-
- SLIME REMOVER AND SLIME PREVENTING/REMOVING AGENT
-
A drainage slime remover capable of spreading a solution of a solid over slime generated wall surface portions, comprising a solid containing a microorganism growth retarding substance and a container which has a shape for permitting the installation thereof at the inlet or upper portion of a drain outlet and stores the solid characterized in that the container has drain flow-in holes having an opening capable of controlling a drain flow-in amount and provided in the upper surface or the upper side portion of the container and solution flow-out holes having an opening capable of controlling a flow-out amount of a solid solution and provided in the bottom or the lower side portion of the container or additionally in the side surface thereof, and a slime preventing/removing agent which can remove slime from portions such as kitchen sinks and bathroom drain outlets where slime is grown by metabolites such as miscellaneous germs and mildews and which can prevent the occurrence of slime safely and for an extended period of time.
- -
-
-
- Kinetic studies on the reactions of electrogenerated 9,10-diphenyl-anthracene cation radical with water and alcohols by means of column-electrolytic stopped-flow method
-
The reactions of 9,10-diphenylanthracene cation radical (DPA+.) with water and alcohols in acetonitrile (AN) were studied using a novel column-electrolytic stopped-flow spectrophotometric method. The reaction was first-order with respect to DPA+. in all reactions. The reaction orders of other reactants were determined by plotting the logarithms of the apparent first-order rate constants (k(app)'s) against the logarithms of the concentration of reactants. The plot of log k(app) vs. log [alcohols] was linear, and hence the reaction was clearly determined to be second-order. On the other hand, the log k(app) vs. log [water] plot did not show a linear relationship. Similar results were obtained in the reactions of 9,10-dimethylanthracene cation radical with water and methanol. Comparing the results obtained with water and alcohols, and considering the changes in the physicochemical properties of the AN-water medium, it was concluded that the reaction of water was second-order, though it had been believed previously to be first-order. Products of the reactions are trans- and cis-9,10-dialkoxy-9,10-diphenyl-9,10-dihydroanthracene in many cases.
- Oyama,Nozaki,Nagaoka,Okazaki
-
-
- REACTION OF SUPEROXIDE AND OZONATE RADICAL-IONS WITH 9,10-DICHLORO-9,10-DIPHENYLDIHYDROANTHRACENE
-
Reaction of (a) superoxide and (b) ozonate radical-ions with the title dichloride does not give the corresponding endo-peroxide and ozonide, respectively.A variety of products formed by nucleophilic substitution and reductive dehalogenation were isolated.
- Forrester, Alexander R.,Purushotham, Vemeshetti
-
p. 3279 - 3282
(2007/10/02)
-