67064-63-5Relevant articles and documents
Quenched skeletal Ni as the effective catalyst for selective partial hydrogenation of polycyclic aromatic hydrocarbons
Liu, Chengyun,Rong, Zeming,Sun, Zhuohua,Wang, Yong,Du, Wenqiang,Wang, Yue,Lu, Lianhai
, p. 23984 - 23988 (2013/11/19)
Quenched skeletal Ni is an active and selective catalyst for selective partial hydrogenation of polycyclic aromatic hydrocarbons (PAHs). The molecular structure of PAHs significantly dominate the hydrogenation process and furthermore, the distribution of hydrogenated products.
Conversion of Weinreb Amides into Benzene Rings Incorporating the Amide Carbonyl Carbon
Clive, Derrick L. J.,Pham, Mai P.
supporting information; experimental part, p. 1685 - 1690 (2009/07/11)
Esters, acids and acid chlorides can be converted via the intermediacy of their corresponding Weinreb amides into benzene derivatives that incorporate the original carbonyl carbon as part of the benzene ring. The process involves treatment of the derived Weinreb amides with 3-butenylmagnesium bromide and an allylic Grignard reagent, followed by ring-closing metathesis, dehydration and dehydrogenation. The dehydration-dehydrogenation can be done under acidic conditions with a mixture of TsOH·H2O and DDQ or in two steps with SOCl2/pyridine, followed by treatment with DDQ. Application of the method to carbohydrates provides a convenient route to C-5 aryl pyranosides.
Gold-catalyzed reactivity of 3-silyloxy-1,5-enynes: a synthetic tool for the synthesis of complex structures and its limitations
Menz, Helge,Binder, J?rg T.,Crone, Benedikt,Duschek, Alexander,Haug, Timm T.,Kirsch, Stefan F.,Klahn, Philipp,Liébert, Clémence
body text, p. 1880 - 1888 (2009/06/20)
Gold-catalyzed reactions of 3-silyloxy-1,5-enynes in the presence of sterically demanding alcohols afford 4-acylcyclopentenes. The cascade process most likely proceeds through a 6-endo-dig carbocyclization and subsequent pinacol-type rearrangement. Studie
Direct C-H bond arylation of arenes with aryltin reagents catalysed by palladium complexes
Kawai, Hiroshi,Kobayashi, Yasuhiro,Oi, Shuichi,Inoue, Yoshio
, p. 1464 - 1466 (2008/12/21)
Direct C-H bond arylation of simple arenes with aryltin reagents has been successfully catalysed by PdCl2 in the presence of CuCl2. CuCl2 proved to be an activator for a palladium intermediate as well as an oxidant. The Royal Society of Chemistry.
Microwave accelerated facile synthesis of fused polynuclear hydrocarbons in dry media by intramolecular Friedel-Crafts alkylation
Kurteva, Vanya B.,Santos, Antonio Gil,Afonso, Carlos A.M.
, p. 514 - 523 (2007/10/03)
Fused polynuclear tetrahydro arenes are synthesised in a fast, simple, high yielding and regiospecific procedure by an intramolecular Friedel-Crafts alkylation in dry media under microwave irradiation of the corresponding 1-bromo-4-arylbutanes immobilised on silica. The observed reactivity is rationalised by molecular modelling studies which suggest the occurence of a concerted mechanism.
Reduction of Polycyclic Arenes by BH-Boranes, II Borane Catalyzed Hydrogenation of Naphthalenes to Tetralins
Yalpani, Mohamed,Lunow, Thomas,Koester, Roland
, p. 687 - 694 (2007/10/02)
Tetrapropyldiborane(6) (TPDB) and triethylborane (TEB) catalyze the regioselective and partial hydrogenation of naphthalene (N) and a number of substituted naphthalenes at 170 deg C to 200 deg C and hydrogen pressures of 25-100 bar.Tetralin (T) is formed quantitatively.Naphthalene derivatives are mainly hydrogenated in the least substituted ring.In the case of alkyl substituents, Lewis acid catalyzed migration and, to a lesser extent C-C bond rupture, lower the yield of the main tetralin derivative.Chlorinated naphthalenes and at the O-atom derivatized naphthols undergo also partial loss of the chloro or oxygen functional groups.The i nitially added borane acts only as a precatalyst and its slowly converted to catalytically active polyboranes of as yet unknown structures.Keywords: Hydroboranes/ Hydrogenation/ Naphthalenes/ Tetralins
Hydrodesulfuration de molecules polycycliques aromatiques sulfurees sur catalyseur NiMo/γAl2O3: Etude du benzo(b)naphtothiophene et du tetrahydro-8,9,10,11 benzo(b)naphtothiophene
Guida, Alain,Levache, Denis,Geneste, Patrick
, p. 170 - 174 (2007/10/02)
The hydrodesulfurisation of two aromatic polycyclic compounds has been studied on sulfurised NiMo/Al2O3 catalyst at 250 deg C, 40 atm in dodecane: benzo(b)naphthothiophen and 8,9,10,11-tetrahydrobenzo(b)naphthothiophen.For these two molecules, there always is competition between the different processes, hydrogenation of the thiophen double bond, hydrogenation of the aromatic (naphthenic) part and desulfurisation.This result is very different from those found for benzo(b)thiophen, where the first step was hydrogenation of the olefinic double bond prior to desulfurisation, and for dibenzothiophen, where desulfurisation (hydrogenolysis) takes place prior to hydrogenation.The main consequence of this behaviour is that the heavier the sulfur compounds the more important the consumption of hydrogen will be in the overall hydrotreatment process on this catalyst because hydrogenation of aromatic rings competes with hydrogenolysis.
The mechanism of the photooxidation of 1-(9-phenanthryl)-4-phenyl-1-buten-3-yne
Arendonk, R. J. F. M. van,Laarhoven, W. H.
, p. 263 - 267 (2007/10/02)
Irradiation of 1-(9-phenanthryl)-4-phenylbutenyne (1) in aprotic solvents containing oxygen gives two products, namely a photocyclization product, 1-phenyltriphenylene 3, as is usually formed from diarylbutenynes, and photooxidation product (2), derived f