Mechanism and kinetics of Horner–Wadsworth–Emmons reaction in liquid–liquid phase-transfer catalytic system

Zhao, Qiangqiang; Sun, Jie; Li, Fuqiang; He, Ji‐Huan; Liu, Baojiang

doi:10.1016/j.molcata.2015.01.031

Cited by 4 publications

(5 citation statements)

References 40 publications

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“…In LLPTC system and SLPTC system, it has been concluded that the carbanion is generated on the interfacial region without the help of a catalyst [37][38][39]. Similarly, phosphonate is deprotonated by 50% NaOH aqueous solution and the generated carbanion sodium salt aggregates in the interfacial border for this TLPTC system.…”

Section: Catalytic Cycle I -Third Phase Reactionmentioning

confidence: 88%

Novel kinetics model for third-liquid phase-transfer catalysis system of the “complex” carbanion: Competitive role between catalytic cycles

Zhao

Sun

Liu

et al. 2015

Chemical Engineering Journal

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Section: Catalytic Cycle I -Third Phase Reactionmentioning

confidence: 88%

Novel kinetics model for third-liquid phase-transfer catalysis system of the “complex” carbanion: Competitive role between catalytic cycles

Zhao

Sun

Liu

et al. 2015

Chemical Engineering Journal

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“…On the basis of the three typical mechanisms in liquid–liquid system mentioned in the Introduction, − we believed that the solvent effect could be the most reasonable mechanism , for the autocatalytic phenomenon because of the strong polarity of DBSO . The solubility experiments of aqueous H 2 O 2 in pure DBS and DBSO were investigated, and the results were shown in Figure .…”

Section: Resultsmentioning

confidence: 99%

“…(3) Phase-transfer effect mechanism: the product was ionic compound that acted as phase transfer catalyst which could improve the mass transfer between the two phases. Zhao et al , found that the autocatalytic product acted as active phase transfer catalyst to accelerate the reaction rate on Horner–Wadsworth–Emmons reaction.…”

Section: Introductionmentioning

confidence: 99%

Mechanism and Kinetic Model for Autocatalysis in Liquid–Liquid System: Oxidation of Dibutyl Sulfide with Aqueous Hydrogen Peroxide

Chen

Jin

et al. 2017

Ind. Eng. Chem. Res.

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The oxidation of dibutyl sulfide with aqueous hydrogen peroxide as a liquid−liquid reaction was investigated. The autocatalysis, solubility of H 2 O 2 in organic phase, and effects of temperature, stirring speed, initial organic DBSO concentration, and initial aqueous H 2 O 2 concentration were studied. Solvent effect of dibutyl sulfoxide was proposed for liquid−liquid autocatalysis. The intrinsic reaction was considered as the determining step, and all the other steps were considered as equilibrium processes. Considering interfacial reaction and dynamic equilibrium of hydrogen peroxide between the two phases, the reaction was divided into exterior and interior stages. Exterior and interior mechanisms were proposed for the corresponding stages, and kinetic models were established. The parameters of kinetic model were estimated with the experimental data, and the activation energies of exterior and interior reaction were 30.62 and 73.50 kJ/ mol. The validity of the kinetic models with estimated parameters was studied, and good agreements were observed between the experimental results and the model results.

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“…With the development of the fluorescence detection industry, the mechanisms of action of fluorescent probes have become clear. The mechanisms of action of most fluorescent probes are mainly photo-induced electron transfer (PET), fluorescence resonance energy transfer (FRET), excited-state intramolecular proton transfer (ESIPT) and intramolecular charge transfer (ICT) [17,18]. In the past 20 years, people have improved their photophysical and photochemical properties by modifying the structure of naphthalimide.…”

Section: Introductionmentioning

confidence: 99%

Study of a Fluorescent System Based on the Naphthalene Derivative Fluorescent Probe Bound to Al3+

et al. 2023

Micromachines

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The naphthalene derivative fluorescent probe F6 was synthesized and a 1 × 10−3 mol/L solution of Al3+ and other metals to be tested was prepared for the subsequent experiments. The Al3+ fluorescence system of the naphthalene derivative fluorescent probe F6 was successfully constructed as demonstrated by fluorescence emission spectroscopy. The optimal time, temperature and pH of the reaction were investigated. The selectivity and anti-interference ability of the probe F6 for Al3+ were investigated by fluorescence spectroscopy in a methanol solution. The experiments showed that the probe has high selectivity and anti-interference ability for Al3+. The binding ratio of F6 to Al3+ was 2:1, and the binding constant was calculated to be 1.598 × 105 M−1. The possible mechanism of the binding of the two was speculated. Different concentrations of Al3+ were added to Panax Quinquefolium and Paeoniae Radix Alba. The results showed that the recoveries of Al3+ were 99.75–100.56% and 98.67–99.67%, respectively. The detection limit was 8.73 × 10−8 mol/L. The experiments demonstrated that the formed fluorescence system can be successfully adapted for the determination of Al3+ content in two Chinese herbal medicines, which has good practical application.

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Mechanism and kinetics of Horner–Wadsworth–Emmons reaction in liquid–liquid phase-transfer catalytic system

Cited by 4 publications

References 40 publications

Novel kinetics model for third-liquid phase-transfer catalysis system of the “complex” carbanion: Competitive role between catalytic cycles

Novel kinetics model for third-liquid phase-transfer catalysis system of the “complex” carbanion: Competitive role between catalytic cycles

Mechanism and Kinetic Model for Autocatalysis in Liquid–Liquid System: Oxidation of Dibutyl Sulfide with Aqueous Hydrogen Peroxide

Study of a Fluorescent System Based on the Naphthalene Derivative Fluorescent Probe Bound to Al3+

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