Synthesis of Ferrocenylpyrazole Derivatives.

Klimova, Elena I.; López, Eduardo A. Vázquez; Klimova, T. P.

doi:10.1002/chin.200533200

Cited by 3 publications

(4 citation statements)

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“…[4][5][6] The influence of the support on catalytic properties of hydroprocessing catalysts has been studied with great interest. [6][7][8] Many materials have been tested as supports to Mo and W active components with Co and Ni as promoters, some of which are SiO 2 , 9 MgO, 10 ZrO 2 , 11,12 TiO 2 , 13 carbon, 14 and mixed oxides such as TiO 2 -ZrO 2 , 15 [19][20][21] TiO 2 -SiO 2 , 22 etc. Zeolites such as NaY, 23,24 USY, 25 ZSM-5, 26 and β-zeolite 27 have also been employed as supports.…”

Section: Introductionmentioning

confidence: 99%

Catalytic Functionalities of H-β-Zeolite-Supported Molybdenum Hydrotreating Catalysts

et al. 2006

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Catalysts containing 2−12 wt % Mo and 1−5 wt % Co or Ni were prepared using commercial H-β-zeolite as a support. The support as well as various catalysts were characterized by X-ray diffraction (XRD), BET surface area, temperature-programmed reduction (TPR), and in situ oxygen chemisorption in the sulfided state. The XRD studies indicated that the crystallinity of β-zeolite decreases rapidly at higher loadings of molybdenum, and there is no evidence for the presence of crystalline Mo phases below 10 wt % Mo loading. At higher loadings, however, MoO3/MoS2 may be present in small quantities. The BET surface area analysis indicated that molybdenum is well-dispersed up to 6 wt % Mo loading in both oxide and sulfide states. The oxygen uptakes increased up to 6 wt % Mo and then decreased at higher loadings. The crystallite sizes evaluated by oxygen chemisorption are small, indicating that MoS2 is well-dispersed on the support up to 6 wt % Mo. The TPR results indicated that a Co or Ni promoter helps decrease the temperature of the Mo reduction. TPR results indicated that two molybdenum phases with differing reduction behavior exist before and after 6% Mo loading. Catalytic activities for HDS, HYD, and HCK followed the same trend as oxygen uptake. A comparison with γ-Al2O3 indicated that the β-zeolite support imparts superior HYD activities in Mo, CoMo, and NiMo catalysts. Y-zeolite catalysts exhibit higher HDS activities but lower HYD activities than β-zeolite-supported catalysts.

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Section: Introductionmentioning

confidence: 99%

Catalytic Functionalities of H-β-Zeolite-Supported Molybdenum Hydrotreating Catalysts

et al. 2006

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“…The pyrazolyl entity in 15 intersects with the adjacent ferrocenyls by 45.65(13) and 36.22(11)°, which is slightly larger than for the recently published N -benzyl derivative (26.5 and 29.4°) [ 60 ]. For the N -phenyl ( 15 ) and N -benzyl [ 60 ] pyrazoles, single and double bonds within the aromatic heterocycle could be distinguished ( Figure 6 ), contrary to the 1 H -derivative 13 . Therein, tautomerism causes a similar occupations for hydrogens to be placed at either of the pyrazole′s nitrogen atoms.…”

Section: Resultsmentioning

confidence: 75%

“…In this respect, it was found that ferrocenyl-functionalization of pyrazoles enhances their biological activities [ 55 , 56 , 57 , 58 , 59 ]. Facile synthesis methods of ferrocenyl-substituted pyrazoles were reported [ 60 , 61 , 62 , 63 , 64 , 65 , 66 ], with only a brief comment about the parent diferrocenyl NH-pyrazole in 1963 [ 66 ].…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Characterization, and Electrochemistry of Diferrocenyl β-Diketones, -Diketonates, and Pyrazoles

Lehrich

Mahrholdt²,

Korb³

et al. 2020

Molecules

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The synthesis of FcC(O)CH(R)C(O)Fc (Fc = Fe(η5-C5H4)(η5-C5H5); R = H, 5; nBu, 7; CH2CH2(OCH2CH2)2OMe, 9), [M(κ2O,O′-FcC(O)CHC(O)Fc)n] (M = Ti, n = 3, 10; M = Fe, n = 3, 11; M = BF2, n = 1, 12), and 1-R’-3,5-Fc2-cC3HN2 (R’ = H, 13; Me, 14; Ph, 15) is discussed. The solid-state structures of 5, 7, 9, 12, 13, 15, and 16 ([TiCl2(κ2O,O′-PhC(O)CHC(O)Ph)2]) show that 7 and 9 exist in their β-diketo form. Compound 13 crystallizes as a tetramer based on a hydrogen bond pattern, including one central water molecule. The electrochemical behavior of 5–7 and 9–16 was studied by cyclic and square-wave voltammetry, showing that the ferrocenyls can separately be oxidized reversibly between −50 and 750 mV (5–7, 9, 12–15: two Fc-related events; 10, 11: six events, being partially superimposed). For complex 10, Ti-centered reversible redox processes appear at −985 (TiII/TiIII) and −520 mV (TiIII/TiIV). Spectro-electrochemical UV-Vis/NIR measurements were carried out on 5, 6, and 12, whereby only 12 showed an IVCT (intervalence charge-transfer) band of considerable strength (νmax = 6250 cm−1, Δν½ = 4725 cm−1, εmax = 240 L·mol−1·cm−1), due to the rigid C3O2B cycle, enlarging the coupling strength between the Fc groups.

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“…The previous synthesis of the bromodienone rac-3 was based on a bromination-elimination sequence of the saturated 40 dienone. 12 However, we found that the synthesis of bromodienone based on a bromination-elimination protocol developed for α,β-unsaturated ketones works better. Thus, in this way rac-3 was synthesized from dienone rac-2 in 65% yield.…”

Section: Synthesismentioning

confidence: 90%

Synthetic and crystallographic studies of bicyclo[3.3.1]nonane derivatives: from strong to weak hydrogen bonds and the stereochemistry of network formation

et al. 2012

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The syntheses and crystal structures of four unsaturated bicyclo[3.3.1]nonane derivatives containing various functionalities are presented and their intermolecular interactions examined. 10 The impact of unsaturation on crystal structures and intermolecular networks of the six membered rings were found to be significant compared to the saturated analogues. Thus, unsaturated diol rac-1, in striking contrast to its saturated analogue rac-6, does not crystallise with spontaneous resolution. The hydrogen bonds in the starting bicyclononane diene diol rac-1, and the weaker hydrogen bonds in the dienone rac-2, and the bromo and nitrile derivatives, rac-3, rac-4 and (+)-15 4 respectively, were found significant for the overall structure. The two bromine atoms in rac-3 have significant halogen-halogen interactions. In several structures 2D nets can be identified and overall structures can be interpreted as close packing of these layers. The crystal structures were also subject to independent analysis by Hirshfeld surfaces, and this method provided additional insights, especially for the structural role of the unsaturation. The possible relation between chiral 20 networks and conglomerate formation is discussed.

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Synthesis of Ferrocenylpyrazole Derivatives.

Cited by 3 publications

References 1 publication

Catalytic Functionalities of H-β-Zeolite-Supported Molybdenum Hydrotreating Catalysts

Catalytic Functionalities of H-β-Zeolite-Supported Molybdenum Hydrotreating Catalysts

Synthesis, Characterization, and Electrochemistry of Diferrocenyl β-Diketones, -Diketonates, and Pyrazoles

Synthetic and crystallographic studies of bicyclo[3.3.1]nonane derivatives: from strong to weak hydrogen bonds and the stereochemistry of network formation

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