Der Reaktionsmechanismus der Sulfoxydation

Graf, Roderich

doi:10.1002/jlac.19525780110

Cited by 53 publications

(25 citation statements)

References 13 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…Consequently, as evidenced from the results of both the contact angle and XPS measurements, there seems to be an optimum SO 2 /O 2 ratio for photosulfonation, which might be around 2 to 1. In fact, in previous studies, [12,19] the optimum molar ratio of SO 2 to O 2 in photosulfonation was indeed found to be 2:1, which is consistent with our experimental results. The S/C value of 0.062 at the SO 2 /O 2 ratio of 2:1 indicates that approximately one out of eight repeat units has a sulfur-containing [20,21] …”

Section: Resultssupporting

confidence: 82%

Photosulfonation of Low‐Density Polyethylene Films

Kaneko¹,

Sato

2004

Macro Chemistry & Physics

View full text Add to dashboard Cite

Summary: Photosulfonation of low‐density polyethylene (LDPE) films by UV irradiation in the presence of gaseous sulfur dioxide (SO2) and oxygen (O2) was studied by attenuated total reflectance (ATR) infrared spectroscopy and X‐ray photoelectron spectroscopy (XPS). The ATR and XPS analysis and chemical modification of UV‐irradiated LDPE films demonstrated the generation of CC double bonds and sultones in the reaction. These results indicated the possibility that sulfur trioxide (SO3) was produced during the photosulfonation. New pathways for the SO3 reaction with LDPE films, resulting in the formation of sulfonic acid groups, were proposed.Overview of the mechanism proposed for the photosulfonation of low‐density polyethylene by SO3 (produced upon UV‐irradiation of gaseous SO2 and O2).imageOverview of the mechanism proposed for the photosulfonation of low‐density polyethylene by SO3 (produced upon UV‐irradiation of gaseous SO2 and O2).

show abstract

Section: Resultssupporting

confidence: 82%

Photosulfonation of Low‐Density Polyethylene Films

Kaneko¹,

Sato

2004

Macro Chemistry & Physics

View full text Add to dashboard Cite

show abstract

“…[173] The resulting radical is trapped by SO 2 and then O 2 to generate an alkanesulfonylperoxy radical which is finally converted into an alkanesulfonic acid through the well-known reaction path. [174] General Procedure for Sulfoxidation of Adamantane An acetic acid solution (5 mL) of adamantane (272 mg, 2 mmol), VO(acac) 2 (0.5 mol %, 2.7 mg) was placed in a pear-shaped flask equipped with a balloon filled with SO 2 (0.5 atm) and O 2 (0. 5 Conv.…”

mentioning

confidence: 99%

Innovation of Hydrocarbon Oxidation with Molecular Oxygen and Related Reactions

2001

View full text Add to dashboard Cite

An innovation of the aerobic oxidation of hydrocarbons through catalytic carbon radical generation under mild conditions was achieved by using N‐hydroxyphthalimide (NHPI) as a key compound. Alkanes were successfully oxidized with O2 or air to valuable oxygen‐containing compounds such as alcohols, ketones, and dicarboxylic acids by the combined catalytic system of NHPI and a transition metal such as Co or Mn. The NHPI‐catalyzed oxidation of alkylbenzenes with dioxygen could be performed even under normal temperature and pressure of dioxygen. Xylenes and methylpyridines were also converted into phthalic acids and pyridinecarboxylic acids, respectively, in good yields. The present oxidation method was extended to the selective transformations of alcohols to carbonyl compounds and of alkynes to ynones. The epoxidation of alkenes using hydroperoxides or H2O2 generated in situ from hydrocarbons or alcohols and O 2 under the influence of the NHPI was demonstrated and seems to be a useful strategy for industrial applications. The NHPI method is applicable to a wide variety of organic syntheses via carbon radical intermediates. The catalytic carboxylation of alkanes was accomplished by the use of CO and O2 in the presence of NHPI. In addition, the reactions of alkanes with NO2 and SO2 catalyzed by NHPI provided efficient methods for the synthesis of nitroalkanes and sulfonic acids, respectively. A catalytic carbon‐carbon bond forming reaction was achieved by allowing carbon radicals generated in situ from alkanes or alcohols to react with alkenes under mild conditions. 1 Introduction 2 Discovery of NHPI as Carbon Radical Producing Catalyst from Alkanes 2.1 Historical Background 2.2 Catalysis of NHPI in Aerobic Oxidation 3 NHPI‐Catalyzed Aerobic Oxidation 3.1 Oxidation of Benzylic Compounds 3.2 Alkane Oxidations with Molecular Oxygen 3.3 Oxidation of Alkylbenzenes 3.4 Practical Oxidation of Methylpyridines 3.5 Preparation of Acetylenic Ketones via Alkyne Oxidation 3.6 Oxidation of Alcohols 3.7 Selective Oxidation of Sulfides to Sulfoxides 3.8 Production of Hydrogen Peroxide by Aerobic Oxidation of Alcohols 3.9 Epoxidation of Alkenes using Molecular Oxygen as Terminal Oxidant 4 Carboxylation of Alkanes with CO and O2 5 Utilization of NOx in Organic Synthesis 5.1 First Catalytic Nitration of Alkanes using NO2 5.2 Reaction of NO with Organic Compounds 6 Sulfoxidation of Alkanes Catalyzed by Vanadium 7 Carbon‐Carbon Bond Forming Reaction via Catalytic Carbon Radicals Generated from Various Organic Compounds Assisted by NHPI 7.1 Oxyalkylation of Alkenes with Alkanes and Dioxygen 7.2 Synthesis of α‐Hydroxy‐γ‐lactones by Addition of α‐Hydroxy Carbon Radicals to Unsaturated Esters 7.3 Hydroxyacylation of Alkenes using 1,3‐Dioxolanes and Dioxygen 8 Conclusions

show abstract

mentioning

confidence: 99%