22531-20-0Relevant articles and documents
Bimetallic Nanoparticles in Supported Ionic Liquid Phases as Multifunctional Catalysts for the Selective Hydrodeoxygenation of Aromatic Substrates
Offner-Marko, Lisa,Bordet, Alexis,Moos, Gilles,Tricard, Simon,Rengshausen, Simon,Chaudret, Bruno,Luska, Kylie L.,Leitner, Walter
supporting information, p. 12721 - 12726 (2018/09/12)
Bimetallic iron–ruthenium nanoparticles embedded in an acidic supported ionic liquid phase (FeRu@SILP+IL-SO3H) act as multifunctional catalysts for the selective hydrodeoxygenation of carbonyl groups in aromatic substrates. The catalyst material is assembled systematically from molecular components to combine the acid and metal sites that allow hydrogenolysis of the C=O bonds without hydrogenation of the aromatic ring. The resulting materials possess high activity and stability for the catalytic hydrodeoxygenation of C=O groups to CH2 units in a variety of substituted aromatic ketones and, hence, provide an effective and benign alternative to traditional Clemmensen and Wolff–Kishner reductions, which require stoichiometric reagents. The molecular design of the FeRu@SILP+IL-SO3H materials opens a general approach to multifunctional catalytic systems (MM′@SILP+IL-func).
Hydrogenation of Condensed Aromatic Compounds over Mesoporous Bifunctional Catalysts Following a Diels-Alder Adduct Pathway
Huyen, Pham Thanh,Krivec, Marko,Ko?evar, Marijan,Bucur, Ioana C.,Rizescu, Cristina,Parvulescu, Vasile I.
, p. 1146 - 1156 (2016/04/05)
Pt(0.5 wt %)-Al-SBA-15 and Pt(0.5 wt %)-Al-MCM-41 bifunctional catalysts were prepared by wet impregnation and investigated in the hydrogenation of anthracene and the hydrogenolysis/hydrogenation of a series of synthesized Diels-Alder adducts with anthracene and anthracene derivatives. The mesoporous texture of the investigated catalysts allowed the hydrogenation of these substrates to a large extent. In direct correlation with the size of the Pt particles, Pt-Al-SBA-15 exhibited a higher activity. Both catalysts exhibited a strong Lewis acidity associated with the presence of the Al extra-framework species. The acidity of these catalysts afforded the esterification of the reaction byproduct, that is, succinic anhydride, with methanol or ethanol, and the hydrocracking/decyclization of one hydrogenated ring to lead to 1,2,3,4-tetrahydronaphthalene derivatives. A good correlation with the calculated values of the reaction Gibbs free energy has been evidenced.
Platinum(IV)-Catalyzed Synthesis of Unsymmetrical Polysubstituted Benzenes via Intramolecular Cycloaromatization Reaction
Zheng, Shuyan,Zhang, Jinghua,Shen, Zhengwu
supporting information, p. 2803 - 2808 (2015/09/28)
A one-pot synthesis of polysubstituted benzene derivatives was achieved via a platinum(IV)-catalyzed intramolecular cycloaromatization reaction. The reaction proceeds via a tandem skeletal rearrangment, dehydration and double bond isomerization, which proved to be very useful for the syntheses of a range of interesting polyalkyl-substituted benzenes.
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
Synthesis of Biological Markers in Fossil Fuels. 2. Synthesis and 13C NMR Studies of Substituted Indans and Tetralins
Adamczyk, Maciej,Watt, David S.,Netzel, Daniel A.
, p. 4226 - 4237 (2007/10/02)
Unambiguous syntheses of all possible methyl, ethyl, n-propyl, and n-butyl derivatives of indan and tetralin were developed using the Kumada coupling procedure involving the reaction of aryl or vinyl halides with Grignard reagents in the presence of nickel(II) chloride.An analysis of the 13C NMR spectra of these compounds was also completed.
