Cited by 15Subcritical and Supercritical Water ProcessesCatalysis and Hydrodesulfurization StudiesSulfur-Based Synthesis Techniques

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Aqueous High-Temperature Chemistry of Carbo- and Heterocycles. 28.1 Reactions of Aryl Sulfoxides and Sulfones in Sub- and Supercritical Water at 200−460 °C

Abstract

Diphenyl and methyl phenyl sulfones and sulfoxides and dibenzothiophene sulfone were treated at 460 °C with water, 15% aqueous formic acid, and 15% aqueous sodium formate. Thermal comparisons were run in cyclohexane, and for those compounds and conditions that resulted in fast conversion after 7 min at 460 °C, also at lower temperatures. Sulfoxides are highly reactive, sulfones less so. Reactivity is greatest in 15% aqueous sodium formate followed by formic acid for the sulfones; this reactivity order is inverted for the sulfoxides. In all of the aqueous media, ionic reactions dominate. The sulfoxides are mainly deoxygenated to the corresponding sulfides, while C−S bond cleavage is more important for the sulfones. Product slates are identified and analyzed, and reaction pathways are suggested for the transformations found.

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Research works printed but not linked: 19

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Metadata

Authors
Katritzky, A. R., Barcock, R. A., Ignatchenko, E. S., Allin, S. M., Siskin, M., & Hudson, C. W.
Affiliations
  • University of Florida (US)
  • ExxonMobil (United States) (US)
Corresponding author
Katritzky, Alan R.
Venue
Energy & Fuels
Published
1997-01-01
Volume
11
Issue
1
Pages
150-159
ISSN
  • 0887-0624 (ISSN-L)
  • 1520-5029
OpenAlex
W1979573713
Cited by
15
References
0
Citations by year
2026: 1 · 2023: 1 · 2017: 1 · 2015: 1 · 2014: 3 · 2012: 2
FWCI
0.79
Type
journal article
Language
en
Open access
closed
Locations
Energy & Fuels (publishedVersion)
Topics
  • Physical Sciences › Chemical Engineering › Process Chemistry and Technology › Subcritical and Supercritical Water Processes
  • Physical Sciences › Chemical Engineering › Catalysis › Catalysis and Hydrodesulfurization Studies
  • Physical Sciences › Chemistry › Organic Chemistry › Sulfur-Based Synthesis Techniques
Keywords
aryl sulfoxides, aryl sulfones, supercritical water, subcritical water, deoxygenation, sulfidation, C–S bond cleavage, ionic reactions, reaction pathways, dibenzothiophene sulfone, diphenyl sulfone

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