Hydroxylation of phenol with hydrogen peroxide over tungstovanadophosphates with Dawson structure

Yu, Jianfeng; Yang, Piaoping; Yang, Yu; Wu, Tonghao; Parquette, Jon R.

doi:10.1016/j.catcom.2005.09.012

Cited by 10 publications

(8 citation statements)

References 14 publications

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“…The β-P 2 W 18 compound (Figure a) exhibits two signals at −10.7 and −11.4 ppm of equal intensity, in agreement with the C 3 v (3 m ) symmetry. The spectrum of α-P 2 W 18 (Figure b) showed, as expected, a unique resonance at −12.3 ppm characteristic of the α isomer, confirming that the two phosphorus atoms are equivalent in this form . The resonance of the phosphorus in the asymmetric α-PW 18 undergoes significant deshielding and appears at −6.5 ppm, in agreement with the published value .…”

Section: Resultssupporting

confidence: 88%

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¹⁸³W INADEQUATE 2D NMR Spectroscopy of Hetero Arsenato–Phosphato–Tungstate P^V/As^VSubstitution in Dawson-Type α-[As_xP_2–xW₁₈O₆₂]^6–(x= 0–2) and α-[H₄As_yP_1–yW₁₈O₆₂]^7–(y= 0, 1)

et al. 2014

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The Dawson-type arsenato-phosphato-tungstate α-[AsPW18O62](6-) has been prepared and unambiguously identified for the first time. A comparative study including the four other already known compounds, the symmetric α-[X2W18O62](6-) and unsymmetric α-[H4XW18O62](7-) for X = P(V), As(V), has been performed by spectroscopic (183)W and (31)P NMR. 2-D (183)W INADEQUATE experiments were systematically employed to unequivocally verify structures, assign all resonances, and determine precisely (2)JW-O-W scalar couplings. The effects of P/As substitutions, generating unsymmetric structures, on the NMR observables δW-183, δP-31, (2)JW-O-W, and (2)JW-O-P are discussed in relation to their bond length and bond angle alteration. General trends with respect to NMR parameter variations have been found when filling central cavities with P or As atoms, with less pronounced effects for As than for P. In addition, NMR characterization of three other isomers, i.e., β-[X2W18O62](6-) and γ-[As2W18O62](6-), were also provided for comparison. The present NMR results could serve as representative reference data for understanding the relationship between structure and NMR observables in polyoxotungstates.

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Section: Resultssupporting

confidence: 88%

“… a Data in boldface type are new from the present study. b Values in parentheses are from the literature for δ W‑183 , 2 J W–O–W , and 2 J W–O–P ,,,, and for δ P‑31 . − …”

Section: Discussionmentioning

confidence: 99%

¹⁸³W INADEQUATE 2D NMR Spectroscopy of Hetero Arsenato–Phosphato–Tungstate P^V/As^VSubstitution in Dawson-Type α-[As_xP_2–xW₁₈O₆₂]^6–(x= 0–2) and α-[H₄As_yP_1–yW₁₈O₆₂]^7–(y= 0, 1)

et al. 2014

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“…Moreover, 8.3, 0 and 7.4% of the conversion to phenol have been obtained over CMMs, Cu-SBA-15 and tungstovanadophosphates catalysts with acetonitrile as solvent in the literatures [16,17,39]. Here, the catalytic performance of Cu-SBA-16 is obviously superior to that of Cu-SBA-15, CMMs and tungstovanadophosphates catalysts for the liquid phase hydroxylation of phenol in acetonitrile solvent.…”

Section: Hydroxylation Of Phenolmentioning

confidence: 59%

“…2p 3/2 and 2p 1/2 , respectively, along with [19,37]. Moreover, the binding energy of these peaks are all obviously higher than that of Cu/ZSM-5 [38], Cu-MMS [18] and Cu/SBA-16 reference sample prepared in this work by impregnation (not shown), indicating that there is a strong interaction between the Cu species and the SiO 2 matrix [19,39]. In order to realize the Cu species, each of the Cu2p peaks is fitted to two doublets by recurring to a peak synthesis procedure.…”

Section: Xpsmentioning

confidence: 90%

One-Pot Synthesis and Characterization of Cu-SBA-16 Mesoporous Molecular Sieves as an Excellent Catalyst for Phenol Hydroxylation

et al. 2010

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“…Hydroquinone and pyrocatechol are very useful semi-products for the chemical industry. These compounds are used in medicine (contraceptives, urinary tract medicinal preparation, acne treating preparations, antidepressants, and anorexia medicinal preparation), in the cosmetics industry (skin bleaching creams, fragrance components), in food industry (flavors) and in the polymer industry (bearings, heatresistant cable insulations, films and plates for electrical circuit boards) [1,2].…”

Section: Introductionmentioning

confidence: 99%

Water as the solvent for the process of phenol hydroxylation over the Ti-MWW catalyst

Wróblewska

2012

Reac Kinet Mech Cat

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This work presents the studies on the process of phenol hydroxylation over the Ti-MWW catalyst. The medium of the reaction was water, whose amount was a sum of water introduced into the reactor with the 30 wt% hydrogen peroxide (oxidizing agent) and formed during the hydroxylation from the hydrogen peroxide (the first variant of the process) or water, which was the sum of water introduced additionally to the reaction mixture, water introduced with the oxidizing agent and formed during the reaction from the hydrogen peroxide (the second variant of the process). Studies have shown that in water solution, it is best to conduct phenol hydroxylation process at the temperature of 100°C, phenol/hydrogen peroxide molar ratio 1, water content 62 wt%, catalyst content 8 wt% and during the reaction time of 180 min. Under these conditions, it is possible to achieve a selectivity of hydroquinone 43 mol%. A total conversion of phenol 28 mol%, and a selectivity of transformation to organic compounds in relation to phenol consumed 97 mol%.

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Hydroxylation of phenol with hydrogen peroxide over tungstovanadophosphates with Dawson structure

Cited by 10 publications

References 14 publications

¹⁸³W INADEQUATE 2D NMR Spectroscopy of Hetero Arsenato–Phosphato–Tungstate P^V/As^VSubstitution in Dawson-Type α-[As_xP_2–xW₁₈O₆₂]^6–(x= 0–2) and α-[H₄As_yP_1–yW₁₈O₆₂]^7–(y= 0, 1)

¹⁸³W INADEQUATE 2D NMR Spectroscopy of Hetero Arsenato–Phosphato–Tungstate P^V/As^VSubstitution in Dawson-Type α-[As_xP_2–xW₁₈O₆₂]^6–(x= 0–2) and α-[H₄As_yP_1–yW₁₈O₆₂]^7–(y= 0, 1)

One-Pot Synthesis and Characterization of Cu-SBA-16 Mesoporous Molecular Sieves as an Excellent Catalyst for Phenol Hydroxylation

Water as the solvent for the process of phenol hydroxylation over the Ti-MWW catalyst

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Hydroxylation of phenol with hydrogen peroxide over tungstovanadophosphates with Dawson structure

Cited by 10 publications

References 14 publications

183W INADEQUATE 2D NMR Spectroscopy of Hetero Arsenato–Phosphato–Tungstate PV/AsVSubstitution in Dawson-Type α-[AsxP2–xW18O62]6–(x= 0–2) and α-[H4AsyP1–yW18O62]7–(y= 0, 1)

183W INADEQUATE 2D NMR Spectroscopy of Hetero Arsenato–Phosphato–Tungstate PV/AsVSubstitution in Dawson-Type α-[AsxP2–xW18O62]6–(x= 0–2) and α-[H4AsyP1–yW18O62]7–(y= 0, 1)

One-Pot Synthesis and Characterization of Cu-SBA-16 Mesoporous Molecular Sieves as an Excellent Catalyst for Phenol Hydroxylation

Water as the solvent for the process of phenol hydroxylation over the Ti-MWW catalyst

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¹⁸³W INADEQUATE 2D NMR Spectroscopy of Hetero Arsenato–Phosphato–Tungstate P^V/As^VSubstitution in Dawson-Type α-[As_xP_2–xW₁₈O₆₂]^6–(x= 0–2) and α-[H₄As_yP_1–yW₁₈O₆₂]^7–(y= 0, 1)

¹⁸³W INADEQUATE 2D NMR Spectroscopy of Hetero Arsenato–Phosphato–Tungstate P^V/As^VSubstitution in Dawson-Type α-[As_xP_2–xW₁₈O₆₂]^6–(x= 0–2) and α-[H₄As_yP_1–yW₁₈O₆₂]^7–(y= 0, 1)