- Combinations of ethers and B(C6F5)3 function as hydrogenation catalysts
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It works ether way: Labile adducts of dialkyl ethers with the electrophilic borane B(C6F5)3 are shown to scramble HD to H2 and D2 and catalyze the hydrogenation of 1,1-diphenylethylene. Copyright
- Hounjet, Lindsay J.,Bannwarth, Christoph,Garon, Christian N.,Caputo, Christopher B.,Grimme, Stefan,Stephan, Douglas W.
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Read Online
- Samarium triflate-catalyzed dimerization of vinylarenes
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We report the preparation of substituted indanes and their dimeric isomers via the samarium triflate-mediated [Sm(OTf)3, 10 mol%] self-dimerization of vinylarenes in MeNO2 at 25 oC for 10 h. The diverse products were obtained in moderate to high yields. The synthesis involves a (3+2) annulation via the formation of carbon-carbon bonds. Plausible mechanisms are proposed and discussed. The investigation of various rare metal triflates catalyst loadings, reaction conditions, and substrate scope led to an operationally easy one-pot Friedel-Crafts reaction protocol.
- Chang, Meng-Yang,Tsai, Yu-Lin
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p. 200 - 211
(2020/02/13)
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- Selective reaction of benzyl alcohols with HI gas: Iodination, reduction, and indane ring formations
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Reactions of benzyl alcohols with HI in solvent-free conditions were examined. Three types of reactions (iodination, reduction, and ring formation) occurred depending on the degree of crowding around the benzyl position and the benzylic stabilization of substrates. Results also showed that the ring formation to give indanes proceeded efficiently when HI was used, and that compounds with electron-rich aromatic rings gave indane derivatives in good yields.
- Matsumoto, Shoji,Naito, Masafumi,Oseki, Takehisa,Akazome, Motohiro,Otani, Yasuhiko
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p. 7254 - 7259
(2017/11/24)
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- DICARBOXYLIC ACID MONOMERS AND METHODS OF MAKING AND USING THE SAME
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Disclosed herein are phenylindane dicarboxylic acid (PIDA) monomers, polymer compositions comprising the PIDA monomers, and methods of preparing PIDA monomers. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present disclosure.
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Paragraph 0305
(2015/12/07)
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- Remarkable effect of valence electrons in thiolato-bridged diruthenium complexes toward catalytic dimerization of α-methylstyrenes
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The dicationic diruthenium complex 1c (RuIII-RuIII) catalytically promotes the dimerization of α-methylstyrenes into the corresponding acyclic dimers, while the use of the mixed-valence diruthenium complex (RuIII-RuIV) generated from 1c and cinnamyl chloride as an active catalyst affords the corresponding indanes via cyclization of the acyclic dimers. The selectivity of the catalytic dimerization of α-methylstyrenes depends on the nature of electrophilicity due to valence electrons in the diruthenium cores between RuIII-RuIII and RuIII-RuIV.
- Miyake, Yoshihiro,Moriyama, Taichi,Tanabe, Yoshiaki,Onodera, Gen,Nishibayashi, Yoshiaki
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experimental part
p. 5972 - 5977
(2012/01/04)
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- Acid-promoted SN1/E1 fragmentation/dimerization of 2-cumylmalonates
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Several diethyl 2-cumylmalonates underwent fragmentation and dimerization in PPA at elevated temperatures to give 1,1,3-trimethyl-3-arylindanes in good yields. The same products were obtained from 2-cumylmalonic acid, ethyl 2-cumylcyanoacetate, and 2-cumy
- Reeves, Jonathan T.,Fandrick, Daniel R.,Tan, Zhulin,Song, Jinhua J.,Yee, Nathan K.,Senanayake, Chris H.
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scheme or table
p. 3077 - 3080
(2009/10/04)
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- The ritter reaction under truly catalytic bronsted acid conditions
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Simple organic acids like 2,4-dinitrobenzenesulfonic acid (DNBSA) catalyze the Ritter reaction of secondary benzylic alcohols giving rise to the corresponding N-benzylacetamides in usually high yields. Reactions can be conducted without exclusion of oxygen and without the need of dry solvents. With tertiary α,α-dimethylbenzylic alcohols a different pathway involving a formal dimerization reaction takes place under the acid-catalytic conditions used. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.
- Sanz, Roberto,Martinez, Alberto,Guilarte, Veronica,Alvarez-Gutierrez, Julia M.,Rodriguez, Felix
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p. 4642 - 4645
(2008/03/12)
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- An efficient and selective hydroarylation of styrenes with electron-rich arenes, catalyzed by bismuth(III) chloride and affording Markovnikov adducts
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In the presence of BiCl3, the hydroarylation of styrenes with electron-rich arenes afforded Markovnikov adducts selectively in good to high yields. Under arene-free conditions, the intermolecular hydroarylation of α-substituted styrenes and subsequent intramolecular hydroarylation produced the cyclic dimers of α-substituted styrenes in good yields. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.
- Sun, Hong-Bin,Li, Biao,Hua, Ruimao,Yin, Gwu
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p. 4231 - 4236
(2007/10/03)
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- Indium(III) bromide-catalyzed chemioselective dimerization of vinylarenes
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Indium(III) bromide catalyzes the dimerization of α-substituted vinylarenes. Chemioselectivity towards open chain or cyclic dimers depends on the nature of the substituent at the aryl group of the vinylarene.
- Peppe, Clovis,Lang, Ernesto Schulz,De Andrade, Fabiano Molinos,De Castro, Liérson Borges
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p. 1723 - 1726
(2007/10/03)
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- Aromatic transformation process
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A process is provided for transaralkylating a class of starting compounds comprised of aryl-substituted lower alkanes and aryl-substituted fused alkylene ring compounds to produce derivatives of such compounds wherein benzyl substituents thereof have different alkyl substituents compared to the starting compounds. The process is carried out by admixing such a starting compound with a lower alkyl-substituted aromatic compound under liquid phase conditions in the presence of a catalytically effective amount of a Friedel-Crafts catalyst. The process makes possible new and economical routes for synthesizing desired lower alkyl-substituted benzyl group containing compounds, such as 2,2-di(lower alkyl-substituted) phenyl propanes and 1,3,3-trimethyl-1-(lower alkyl-substituted)-phenyl indans. Thus, there is provided a three-step process for making dixylylpropane from alpha methyl styrene and also a two-step process for making 1,3,3,6-tetramethyl-1-o-xylyl indan from alpha-4-dimethyl styrene. Provided also is a process for preparing 3,3',4,4'-dixylylmethane from a mixture of isomeric dixylylmethanes.
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