132-65-0Relevant articles and documents
First preparation and crystal structure of heterocyclic λ6-sulfanenitrile, 2,2′-biphenylylene(phenyl)-λ6-sulfanenitrile
Fujii, Takayoshi,Itoh, Akiko,Hamata, Kouki,Yoshimura, Toshiaki
, p. 5041 - 5043 (2001)
The first heterocyclic λ6-sulfanenitrile, 2,2′-biphenylylene(phenyl)-λ6-sulfanenitrile is prepared and its molecular and electronic structures are determined by X-ray crystallographic analysis and quantum chemical calculations, respectively.
EFFECT OF RING SIZE ON PHOTOREACTIVITY OF MEDIUM AND LARGE RING ESTERS.
Kulkarni, V. S.,Kulkarni, N. N.,Lele, S. R.,Hosangadi, B. D.
, p. 6169 - 6174 (1988)
Photochemical studies on 7,8,12,14,16 and 20 membered cyclic esters have been carried out in benzene and methanol.Decarboxylation and solvolysis ascribable to β- and α-scission respectively are observed in case of seven and eight membered cyclic esters.Larger rings do not undergo these photoreactions thus demonsrating effect of ring size on photoreactivity.
Efficient synthesis of unsymmetrical dibenzothiophenes by acid-mediated intramolecular cyclization of biaryl methyl sulfoxides
Pandya, Vrajesh B.,Jain, Mukul R.,Chaugule, Balaji V.,Patel, Jigar S.,Parmar, Bhavesh M.,Joshi, Jignesh K.,Patel, Pankaj R.
, p. 497 - 505 (2012)
Aconvenient and high-yielding synthesis of unsymmetrical dibenzothiophenes has been achieved by an acid-mediated ring closure of the biphenyl ring having a sulfoxide substituent at the ortho position. Various functional groups are well tolerated in this methodology. Taylor & Francis Group, LLC.
Reactivity of sulfur-containing molecules on noble metal surfaces. 4. Benzenethiol on Au(110)
Jaffey, Deborah M.,Madix, Robert J.
, p. 3020 - 3027 (1994)
The adsorption of benzenethiol on clean and sulfided Au(110) surfaces has been investigated with temperature programmed reaction spectroscopy. The monolayer is saturated at an benzenethiol coverage of 0.25 monolayers. About one-half of the thiol adsorbed at 100 K undergoes S-H bond cleavage below 300 K to form phenyl thiolate; H2 and H2S are evolved between 150 and 350 K. Phenyl thiolate decomposes above 400 K on clean Au(110) to yield mainly biphenyl, together with diphenyl sulfide, benzenethiol, and dibenzothiophene. With sulfidation of the Au(110) surface, the yield of biphenyl drops, while that of diphenyl sulfide rises. The range of products formed arises from competing C-S bond cleavage and C-H bond cleavage processes.
Refinement of the Catalyst Backbone of Chiral Intramolecular Silicon–Sulfur Lewis Pairs: Improved Enantioselectivity in the Diels–Alder Reaction of Cyclohexa-1,3-diene and Chalcone Derivatives
Shaykhutdinova, Polina,Kemper, Sebastian,Oestreich, Martin
, p. 2896 - 2901 (2018)
The preparation and NMR spectroscopic characterization of a family of axial chiral, sulfur-stabilized silicon cations is reported. These silicon Lewis acids have been applied as catalysts in difficult enantioselective Diels–Alder reactions of cyclohexa-1,3-diene and representative chalcone derivatives. To gain better understanding of the relevant structural elements in these catalysts, their silepine backbone and the aryl thioether group have been systematically modified. These efforts have led to an improved catalyst that induces 53 % ee for chalcone and even 65 % ee for a more hindered derivative. These cyclohexa-1,3-diene Diels–Alder reactions are endo selective. However, the corresponding cyclopentadiene Diels–Alder reactions predominantly yield the exo cycloadducts with no enantioinduction.
Palladium(ii)-catalyzed synthesis of dibenzothiophene derivatives via the cleavage of carbon-sulfur and carbon-hydrogen bonds
Tobisu, Mamoru,Masuya, Yoshihiro,Baba, Katsuaki,Chatani, Naoto
, p. 2587 - 2591 (2016)
A new process has been developed for the palladium(ii)-catalyzed synthesis of dibenzothiophene derivatives via the cleavage of C-H and C-S bonds. In contrast to the existing methods for the synthesis of this scaffold by C-H functionalization, this new catalytic C-H/C-S coupling method does not require the presence of an external stoichiometric oxidant or reactive functionalities such as C-X or S-H, allowing its application to the synthesis of elaborate π-systems. Notably, the product-forming step of this reaction lies in an oxidative addition step rather than a reductive elimination step, making this reaction mechanistically uncommon.
Copper-Catalyzed Double S-Arylation of Potassium Thioacetate with Dibenziodolium Triflates: Facile Synthesis of Unsymmetrical Dibenzothiophenes
Shimizu, Masaki,Ogawa, Mai,Tamagawa, Tomokazu,Shigitani, Ryosuke,Nakatani, Masaki,Nakano, Yoshiki
, p. 2785 - 2788 (2016)
Much interest has been paid to cyclic diaryliodonium salts as bis(electrophile)s in transition-metal-catalyzed annulation reactions to produce polycyclic (hetero)aromatic hydrocarbons. Herein, we report that dibenziodolium triflates smoothly react with potassium thioacetate in the presence of CuCl2in THF or DMSO at 100–110 °C to afford the corresponding dibenzothiophenes in good-to-high yields. The coupling reaction tolerates reactive functional groups such as chloro and cyano and serves as a facile and reliable method for the synthesis of unsymmetrical dibenzothiophenes.
Polar Diels-Alder reactions using electrophilic nitrobenzothiophenes. A combined experimental and DFT study
Della Rosa, Claudia D.,Mancini, Pedro M.E.,Kneeteman, Maria N.,Lopez Baena, Anna F.,Suligoy, Melisa A.,Domingo, Luis R.
, p. 47 - 53 (2014)
The reactions between 2- and 3-nitrobenzothiophenes with three dienes of different nucleophilicity, 1-methoxy-3-trimethylsilyloxy-1,3-butadiene, 1-trimethylsilyloxy-1,3-butadiene and isoprene developed in anhydrous benzene and alternative under microwave irradiation with molecular solvents or in free solvent conditions, respectively, for produce dibenzothiophenes permit to conclude that both nitroheterocycles act as electrophile with the cited dienes. In the cases of the dienes 1-methoxy-3-trimethylsilyloxy-1,3-butadiene and 1-trimethylsilyloxy-1,3-butadiene which posses major nucleophilicity the observed product is the normal cycloaddition one. However when the diene is isoprene the product with both electrophiles follow the hetero Diels-Alder way. These reactions are considered polar cycloaddition reactions and the yields are reasonables. Moreover the polar Diels-Alder reactions of nitrobenzothiophenes with electron rich dienes 1-trimethylsilyloxy-1,3-butadiene have been theoretically studied using DFT methods.
Effects of Solvents in Deep Desulfurization of Benzothiophene and Dibenzothiophene
Kabe, Toshiaki,Ishihara, Atsushi,Nomura, Masatoshi,Itoh, Tetsuro,Qi, Pingyen
, p. 2233 - 2236 (1991)
Solvent effects on hydrodesulfurization of benzothiophene (BT) and dibenzothiophene (DBT) catalyzed by co-Mo/Al2O3 were investigated under deep desulfurization conditions by using Langmuir-Hinshelwood (L-H) rate law.Solvents affected heats of adsorption of thiophenes rather than activation energy of HDS.Activation energies of HDS and heats of adsorption of thiophenes and solvents were estimated from the kinetic data.
Generation and detection of tellurane [10-Te-4(C4)] and selenurane [10-Se-4(C4)] having alkyl and aryl ligands
Sato, Soichi,Matsuo, Makoto,Nakahodo, Tsukasa,Furukawa, Naomichi,Nabeshima, Tatsuya
, p. 8091 - 8093 (2005)
Formation of 2,2′-biphenylylenedimethylselenurane and -tellurane was observed by the 1H, 13C, 77Se, and 125Te NMR studies at low temperature, in the reactions of dibenzoselenophene Se-oxide and 2,2′-biphenylylenedibromotellurane with methyllithium. These hypervalent compounds were unstable and decomposed at room temperature to give the corresponding dibenzochalcogenophenes quantitatively.
