822-67-3Relevant articles and documents
Selective allylic oxidation of cyclohexene over a novel nanostructured CeO2–Sm2O3/SiO2 catalyst
Rao, Bolla Govinda,Sudarsanam, Putla,Nallappareddy,Yugandhar Reddy,Venkateshwar Rao,Reddy, Benjaram M.
, p. 6151 - 6168 (2018)
Abstract: Selective allylic oxidation of cyclohexene was investigated over nanostructured CeO2/SiO2 and CeO2–Sm2O3/SiO2 catalysts synthesized by a feasible deposition precipitation method. The CeO2–Sm2O3/SiO2 catalyst showed excellent catalytic efficiency with ~89?% cyclohexene conversion and ~90?% selectivity for allylic products (i.e., 2-cyclohexen-1-ol and 2-cyclohexene-1-one), while only ~50 and ~35?% cyclohexene conversion was observed, respectively, over CeO2/SiO2 and CeO2 catalysts. Systematic characterization of the designed catalysts was undertaken to correlate their catalytic activity with the physicochemical properties using X-ray diffraction (XRD) analysis, Brunauer–Emmett–Teller (BET) surface area measurements, Raman spectroscopy, transmission electron microscopy (TEM), X-ray photoelectron spectroscopy (XPS), and NH3-temperature programmed desorption (TPD) techniques. The results revealed that doping of Sm3+ into the ceria lattice and simultaneous dispersion of resultant Ce–Sm mixed oxides on the silica surface led to improved structural, acidic, and catalytic properties. The better catalytic efficiency of CeO2–Sm2O3/SiO2 was due to high specific surface area, more structural defects, and high concentration of strong acid sites, stimulated by synergistic interaction between various oxides in the catalyst. The cyclohexene conversion and selectivity for allylic products depended on the reaction temperature, nature of solvent, molar ratio of cyclohexene to oxidant, and reaction time. Possible reaction pathways are proposed for selective allylic oxidation of cyclohexene towards 2-cyclohexen-1-ol and 2-cyclohexene-1-one products. Graphical Abstract: SiO2-supported CeO2–Sm2O3 nanocatalyst exhibited outstanding catalytic performance with superior selectivity for allylic products in liquid-phase selective oxidation of cyclohexene under mild reaction conditions.[Figure not available: see fulltext.].
Selective hydroxylation of cyclohexene in water as an environment-friendly solvent with hydrogen peroxide over febipyridine encapsulated in y-type zeolite
Yamaguchi, Syuhei,Fukura, Tomohiro,Fujita, Chiharu,Yahiro, Hidenori
, p. 713 - 715 (2012)
The selective hydroxylation of cyclohexene to 2-cyclohexen- 1-ol with hydrogen peroxide in water was successfully achieved using [Fe(bpy) 3]2+ complexes encapsulated into Y-type zeolite.
Highly efficient and expeditious PdO/SBA-15 catalysts for allylic oxidation of cyclohexene to cyclohexenone
Ganji, Saidulu,Bukya, Padma,Vakati, Venkateswarlu,Rao, Kamaraju Seetha Rama,Burri, David Raju
, p. 409 - 414 (2013)
A series of four PdO/SBA-15 catalysts with 1, 2, 4, 5% (by weight) loading of PdO have been prepared by a conventional impregnation method and are characterized by N2-adsorption, low-angle and wide-angle XRD, XPS and TEM techniques. The catalys
Four-coordinate trispyrazolylboratomanganese and -iron complexes with a pyrazolato Co-ligand: Syntheses and properties as oxidation catalysts
Tietz, Thomas,Limberg, Christian,Stoesser, Reinhard,Ziemer, Burkhard
, p. 10010 - 10020 (2011)
A series of complexes of the type [(TpR1,R2)M(X)] (Tp=trispyrazolylborato) with R1/R2 combinations Me/tBu, Ph/Me, iPr/iPr, Me/Me and for M=Mn or Fe coordinating [PzMe,tBu] - (Pz=pyrazolato) or Cl
Synthesis and characterization of Au nanocatalyst on modifed bentonite and silica and their applications for solvent free oxidation of cyclohexene with molecular oxygen
Shahabi Nejad,Ghasemi,Martínez-Huerta,Ghiaci
, p. 118 - 126 (2015)
In the present work, the selective liquid phase oxidation of cyclohexene mainly to 2-cyclohexe-1-one has been investigated over gold nanoparticles (GNPs) with molecular oxygen in a solvent-free condition. Gold nanoparticles were synthesised on two modifie
Solvent-free oxidation of cyclohexene over catalysts Au/OMS-2 and Au/La-OMS-2 with molecular oxygen
Cai, Zhen-Yu,Zhu, Ming-Qiao,Chen, Jun,Shen, Yang-Yi,Zhao, Jing,Tang, Yue,Chen, Xin-Zhi
, p. 197 - 201 (2010)
Supported gold catalysts Au/OMS-2 and Au/La-OMS-2 were prepared and used for liquid phase oxidation of cyclohexene with oxygen as an oxidant. These catalysts were characterized by XRD, SEM, TEM and EDX. The reactions were carried out in an autoclave at 80
An expedient synthesis of perfluorinated tetraazamacrocycles: New ligands for copper-catalyzed oxidation under fluorous biphasic conditions
De Castries, Augustin,Magnier, Emmanuel,Monmotton, Sophie,Fensterbank, Helene,Larpent, Chantal
, p. 4685 - 4692 (2006)
Conjugate additions of cyclam to perfluorohexyl vinyl sulfone and sulfoxide, which act as efficient fluorous Michael acceptors, readily give access to new fluoro-ponytail tetraazamacrocycles in good yields. The solubility of the N-tetrasubstituted macrocy
Effect of Support Nature on Ruthenium-Catalyzed Allylic Oxidation of Cycloalkenes
Baptista, Daniel L.,Dupont, Jairton,Qadir, Muhammad I.
, (2022/01/12)
Allylic oxidation of cycloalkenes is a promising route to generate α,β-unsaturated ketones but encounters difficulties in selectivity control. Here, it is demonstrated that ruthenium nanoparticles (1–2?nm sized) decorated on TiO2 nanomaterials with different morphologies (nanoparticles, nanotubes and nanofibers) are demonstrated highly efficiency and selectivity for the selective aerobic oxidation of cyclohexene and indane. The as-prepared Ru/TiO2 nanofibers (NFs) represents higher activity for the allylic oxidation of cyclohexene (conv. 95%) with 78% selectivity toward 2-cyclohexen-1-one at 75?°C under 4?bar O2. Whereas, Ru/TiO2 nanoparticles (NPs) and Ru/TiO2 nanotubes (NTs) show 92 and 84% conversion, respectively. Upon switching to Al2O3 support, catalytic activity with Ru/Al2O3 is decreased significantly to 27%. Very high activity for indane (conv. 70%) toward 2,3-dihydro-1H-inden-1-one (selectivity 85%) has also been observed by using Ru/TiO2 NFs. Ru/TiO2 nanomaterials possess higher catalytic efficiency as compared to Ru NPs and TiO2 nanomaterials individually, representing a positive synergetic effect. Moreover, these reported results suggest that the higher activities of Ru/TiO2 NPs and Ru/TiO2 NFs are related to the crystalline structure, pore volume and surface area of the supports. Graphical Abstract: [Figure not available: see fulltext.]
Reactions of Sodium Diisopropylamide: Liquid-Phase and Solid-Liquid Phase-Transfer Catalysis by N, N, N′, N″, N″-Pentamethyldiethylenetriamine
Algera, Russell F.,Collum, David B.,Ma, Yun,Woltornist, Ryan A.
supporting information, p. 13370 - 13381 (2021/09/03)
Sodium diisopropylamide (NaDA) in N,N-dimethylethylamine (DMEA) and DMEA-hydrocarbon mixtures with added N,N,N′,N″,N″-pentamethyldiethylenetriamine (PMDTA) reacts with alkyl halides, epoxides, hydrazones, arenes, alkenes, and allyl ethers. Comparisons of PMDTA with N,N,N′,N′-tetramethylethylenediamine (TMEDA) accompanied by detailed rate and computational studies reveal the importance of the trifunctionality and κ2-κ3 hemilability. Rate studies show exclusively monomer-based reactions of 2-bromooctane, cyclooctene oxide, and dimethylresorcinol. Catalysis with 10 mol % PMDTA shows up to >30-fold accelerations (kcat > 300) with no evidence of inhibition over 10 turnovers. Solid-liquid phase-transfer catalysis (SLPTC) is explored as a means to optimize the catalysis as well as explore the merits of heterogeneous reaction conditions.
Replacement of volatile acetic acid by solid sio2@cooh silica (Nano)beads for (ep)oxidation using mn and fe complexes containing bpmen ligand
Agustin, Dominique,Daran, Jean-Claude,Gayet, Florence,Guillo, Pascal,Wang, Yun
, (2021/09/13)
Mn and Fe BPMEN complexes showed excellent reactivity in catalytic oxidation with an excess of co-reagent (CH3COOH). In the straight line of a cleaner catalytic system, volatile acetic acid was replaced by SiO2 (nano)particles with two different sizes to which pending carboxylic functions were added (SiO2@COOH). The SiO2@COOH beads were obtained by the functionaliza-tion of SiO2 with pending nitrile functions (SiO2@CN) followed by CN hydrolysis. All complexes and silica beads were characterized by NMR, infrared, DLS, TEM, X-ray diffraction. The replacement of CH3COOH by SiO2@COOH (100 times less on molar ratio) has been evaluated for (ep)oxi-dation on several substrates (cyclooctene, cyclohexene, cyclohexanol) and discussed in terms of activity and green metrics.
