Kinetic Study for the Synthesis of 1-nitro-4-(prop-2-ynyloxy) benzene in Solid-Liquid PTC Condition

Abimannan, Pachaiyappan; Rajendran, V.

doi:10.2174/2211544705666160202002843

Cited by 4 publications

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“…This leads to a phosphide borane 16 which forms a soluble ion pair with tetrabutylammonium as counterion and further reacts with the γ-iodo-α-amino ester 14 to afford 15 (Figure a). On the other hand, the role of water could be explained by the activation of the surface of Cs 2 CO 3 , which deprotonates the phosphine borane 13 …”

Section: Resultsmentioning

confidence: 99%

[60]Fullerene l-Amino Acids and Peptides: Synthesis under Phase-Transfer Catalysis Using a Phosphine–Borane Linker. Electrochemical Behavior

et al. 2017

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A new method to link amino acid and peptide derivatives to [60]fullerene is described. It uses hydrophosphination with a secondary phosphine borane. First, the stereoselective synthesis of secondary phosphine borane amino acid derivatives was achieved by alkylation of phenylphosphine borane with γ-iodo-α-amino ester reagents under phase-transfer catalysis (PTC). Second, a sec-phosphine borane amino ester was saponified and coupled with α,γ-diamino esters to afford the corresponding dipeptide derivatives in good yields. Finally, the hydrophosphination reaction of [60]fullerene by the sec-phosphine borane compounds was performed under PTC to obtain C-amino acid or dipeptide derivatives in yields up to 80% by P-C bond formation. This addition reaction which proceeds in mild and moderate dilute conditions (0.03 M) leads to [60]fullerene derivatives as epimeric mixtures (∼1:1) due to the P-chirogenic center but without racemization of the amino acid or peptide moiety. In addition, the electrochemical behavior of a C-phosphine borane amino ester was investigated by cyclic voltammetry and spectroelectrochemistry after controlled-potential electrolysis. It showed evidence for the retro-hydrophosphination reaction into free [60]fullerene and sec-phosphine borane amino ester compound. Consequently, the synthesis of sec-phosphine borane amino acids followed by their use in hydrophosphination reactions of [60]fullerene under phase-transfer catalysis has demonstrated a great utility for the preparation of C-derivatives. Indeed, the hydrophosphination and the retro-hydrophosphination reactions of [60]fullerene/phosphine borane compounds offer a promising new strategy for the reversible immobilization of amino acid or peptide derivatives on carbon nanomaterials such as [60]fullerene.

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Section: Resultsmentioning

confidence: 99%

[60]Fullerene l-Amino Acids and Peptides: Synthesis under Phase-Transfer Catalysis Using a Phosphine–Borane Linker. Electrochemical Behavior

et al. 2017

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A Kinetic Study on the Synthesis of N-arylation of Indole Under Synergetic Effect of Multi-Site Phase Transfer Catalysis System

Sathiyaraj¹,

Venkatesh²

2020

COCAT

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Background: Phase transfer catalysis technique is recognized as an attractive method for synthesizing several organic compounds under heterogeneous reaction. Methods: In this study, the effect of Multi-site Phase-Transfer Catalyst (MPTC) was tested during the synthesis of 1-(4-nitrophenyl)-1-indole from 1-chloro-4-nitrobenzene (CNB) and indole in a heterogeneous solid-liquid condition using sodium hydroxide at 50°C. Results: In a synergetic condition, in the presence of MPTC the conversion of 1-chloro-4- nitrobenzeneyield was increased, which is proved the efficacy of this catalyst. In addition, the rate of this reaction was also enhanced by the change in volume of water. Conclusion: The apparent reaction rate was found to be of pseudo-first-order kinetics. MPTC is a promising tool for many organic reactions. Therefore, increase the rate constant can be achieved by various parameters, such as temperature, MPTC, sodium hydroxide, and stirring speed.

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Synthesis and genotoxic evaluation of a 4-(Oxiran-2-ylmethyl)-1,4-benzothiazin-3-one

Jaddi

Moussaïf

Benbacer

et al. 2022

RJPT

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A new benzothiazine: 4-(oxiran-2-ylmethyl)-1,4-benzothiazin-3-one was synthesized by a liquid-solid phase transfer catalysis reaction. The new compound was well characterized by FT-IR spectroscopy, the nuclear resonance of proton and carbon 13, and mass spectrometry. The genotoxicity of the new benzothiazine derivative was assessed using the micronucleus assay on Chinese Hamster Ovary cells (CHO cells), as compared to its cytotoxicity against CHO cells. Accordingly, the chromosomal damages were detected with micronucleus frequency (MN) and cytotoxicity was assessed with cyto-blocking proliferation index (CBPI). The newly synthesized benzothiazine derivative was not cytotoxic and don't exhibit, in absence of metabolic activation, any genotoxic effect, making it a potential chemical for further biological explorations and an interesting scaffold for new derivatives.

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Kinetic Study for the Synthesis of 1-nitro-4-(prop-2-ynyloxy) benzene in Solid-Liquid PTC Condition

Cited by 4 publications

References 0 publications

[60]Fullerene l-Amino Acids and Peptides: Synthesis under Phase-Transfer Catalysis Using a Phosphine–Borane Linker. Electrochemical Behavior

[60]Fullerene l-Amino Acids and Peptides: Synthesis under Phase-Transfer Catalysis Using a Phosphine–Borane Linker. Electrochemical Behavior

A Kinetic Study on the Synthesis of N-arylation of Indole Under Synergetic Effect of Multi-Site Phase Transfer Catalysis System

Synthesis and genotoxic evaluation of a 4-(Oxiran-2-ylmethyl)-1,4-benzothiazin-3-one

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