612-71-5Relevant articles and documents
Efficient conversion of acetophenones into 1,3,5-triarylbenzenes catalyzed by bismuth(III) trifluoromethanesulfonate tetrahydrate
Ono, Fumiaki,Ishikura, Yuichi,Tada, Yuusuke,Endo, Masato,Sato, Tsuneo
, p. 2365 - 2367 (2008)
Bismuth(III) trifluoromethanesulfonate tetrahydrate is found to efficiently catalyze the cyclotrimerization of acetophenones into 1,3,5-triarylbenzenes in good yields. Georg Thieme Verlag Stuttgart.
Thionyl chloride-catalyzed preparation of microporous organic polymers through aldol condensation
Zhao, Yan-Chao,Zhou, Ding,Chen, Qi,Zhang, Xin-Jian,Bian, Ning,Qi, Ai-Di,Han, Bao-Hang
, p. 6382 - 6388 (2011)
We demonstrated the synthesis of five kinds of microporous organic polymers based on aldol self-condensation of di- and multiacetyl-containing building blocks catalyzed by thionyl chloride. The α,β-unsaturated ketone (dimerization) and 1,3,5-trisubstitute
Efficient one-step synthesis of C 3-symmetrical benzenoid compounds mediated by SOCl 2/EtOH
Zhao, Sanhu,Kang, Lina,Ge, Haixia,Yang, Feifei,Wang, Chenlu,Li, Chang,Wang, Qiang,Zhao, Minggen
, p. 3569 - 3578 (2012)
An efficient one-step synthesis of branched functionalized benzenoid compounds from aryl methyl ketones mediated by SOCl2/EtOH is described; some novel C 3-symmetrical molecules were prepared with satisfactory yields. The method enjo
Independent electrocyclization and oxidative chain cleavage along the backbone of cis-poly(phenylacetylene)
Percec, Virgil,Rudick, Jonathan G.
, p. 7241 - 7250 (2005)
cis-Poly(phenylacetylene) (PPA) and cis-poly(pentadeuteriophenylacetylene) (PPA-d5) undergo similar thermally induced transformations in bulk and solution. The structures identified in thermally treated samples include cis - trans isomerization of the backbone, cyclohexadiene repeat units in the main chain, and extruded 1,3,5-triphenylbenzene (1,3,5-C6H 3Ph3). Among these structures, cyclohexadiene sequences along the backbone formed by intramolecular cyclization are the principal products in all solvents regardless of temperature and the presence or absence of ambient light or O2. We propose that cyclohexadiene structures form via 6π electrocyclization of triene sequences and, therefore, are an unavoidable consequence of cis-alkene units of the polyene backbone. Concurrent with cyclization, decrease of molecular weight and increase of molecular weight distribution are observed. Traces of acid lead to a dramatic increase in cyclization. Extrusion of 1,3,5-C6H3Ph3 results from cyclohexadiene repeat units and is slower than electrocyclization, even in the presence of acid, light, or O2. In the presence of ambient light, O2 accelerates the rate of cyclization and extrusion of 1,3,5-C6H3Ph3, the decrease of molecular weight, and the formation of carbonyl-containing products detected in a 5:1 molar ratio to extruded 1,3,5-C6H3Ph3. Under these conditions, the most dramatic changes in molecular weight and molecular weight distribution are observed.
Simple and convenient synthesis of 1,3,5-triarylbenzenes from ketones
Hu, Anan,Zhang, Anjiang,Ding, Lisheng,Lei, Xinxiang,Zhang, Lixue
, p. 720 - 721 (2007)
A new and efficient synthesis of a series of 1,3,5-triarylbenzenes was accomplished in good yields via the triple condensation of aryl methyl ketones promoted by thionyl chloride in anhydrous ethanol. The method is simple and convenient.
OLIGOMERISATION OF PHENYL ACETYLENE OVER TITANIUM OXIDE SUPPORTED ON SILICA - ALUMINA CATALYST
Kumar, V. G.,Shoba, T. S.,Rao, K. V. C.
, p. 6245 - 6248 (1985)
Titanium oxide on silica-alumina support is found to be effective for oligomerisation of phenyl acetylene.Cyclic trimerisation of the acetylene leading to trisubstituted benzene was also found to occur during the oligomerisation, in addition of the formation of small quantities of a ketone by the reaction of phenyl acetylene with moisture over the catalyst surface.
Fabrication of palladium nanoparticles as effective catalysts by using supramolecular gels
Zhang, Wei,Xie, Zhi-Gang
, p. 77 - 80 (2016)
Two-component supramolecular gels were made through self-assembly of tetrazolyl derivatives and Pd(OAc)2. The robust gels indicated high storage modulus (>10,000 Pa) and loss modulus, which were studied by rheological measurements. The formed P
SRN1 and stille reactions: A new synthetic strategy
Corsico, Eduardo F.,Rossi, Roberto A.
, p. 431 - 432 (2000)
The photostimulated reaction of Me3Sn- ion with mono, di and trichloro arenes in liquid ammonia gave very good yields of stannanes by the SRN1 mechanism. These products reacted by a palladium-catalized cross coupling reaction with halobenzenes to give phenylated products also in very goods yields. Similar yields can be obtained in one-pot reactions.
Korshak et al.
, (1973)
Effect of phosphonium ionic liquid/Pd ratio on the catalytic activity of palladium nanoparticles in Suzuki cross-coupling reaction
Arkhipova, D.,Ermolaev, V.,Gaynanova, G.,Hey-Hawkins, E.,Miluykov, V.,Oeckler, O.,Wagner, G.,Zakharova, L.
, (2020)
Phosphonium salts were synthesized and used as support for palladium nanoparticles. It was demonstrated that the catalytic behavior of palladium nanoparticles in Suzuki cross-coupling reaction is determined by the ratio of the phosphonium ionic liquid to
Molecular engineered palladium single atom catalysts with an M-C1N3subunit for Suzuki coupling
Liu, Jia,Chen, Zhongxin,Liu, Cuibo,Zhang, Bao,Du, Yonghua,Liu, Chen-Fei,Ma, Lu,Xi, Shibo,Li, Runlai,Zhao, Xiaoxu,Song, Jingting,Sui, Xin Zhi,Yu, Wei,Miao, Ling,Jiang, Jianjun,Koh, Ming Joo,Loh, Kian Ping
supporting information, p. 11427 - 11432 (2021/05/19)
Single atom catalysis has emerged as a powerful technique for catalysis due to its outstanding performance and atom economy. Controlling the hybridization of the atom with its environment is crucial in determining the selectivity and/or yield of the reaction. However, the single atom environment is usually ill-defined and hard to predict because the pyrolysis process used in preparing SACs damages the original status of the precursors in the catalyst preparation. A molecular engineering approach to synthesize single atom catalysts (SACs) on a heterogeneous template provides a strategy to make SACs with a highly uniform coordinating environment. Herein, we report the preparation of a molecular engineered Pd single atom catalyst with a pre-defined M-N3C1 coordination (Pd-N3C1-SAC) using a structure-rigid Pd-N3C1 porphyrin as the precursor, which shows more efficient Suzuki coupling compared with the SAC with Pd-N4 coordination. The origin of the high activity of the Pd-N3C1-SAC is revealed through density functional theory calculations, where a lower reaction barrier for the rate-determining oxidative addition is identified. This journal is
Hydrogen-Bonding Controlled Nickel-Catalyzed Regioselective Cyclotrimerization of Terminal Alkynes
Yang, Kai,Wang, Pengfei,Sun, Ze-Ying,Guo, Minjie,Zhao, Wentao,Tang, Xiangyang,Wang, Guangwei
supporting information, p. 3933 - 3938 (2021/05/26)
Herein we report a hydrogen-bonding controlled nickel-catalyzed regioselective cyclotrimerization of terminal alkynes in moderate to excellent yields with high regioselectivities toward 1,3,5-trisubstituted benzenes. This method features a cheap catalyst, mild reaction conditions, and excellent functional group compatibility. The Ni-B(OH)2 complex in situ generated from NiCl2·DME and tetrahydroxydiboron might act as an active catalyst. After three consecutive cis-additions of terminal alkynes, internal migratory insertion cyclization, and β-boron elimination induced aromatization, 1,3,5-trisubstituted benzenes were selectively established.
