- Sterically demanding unsymmetrical diaryl-λ3-iodanes for electrophilic pentafluorophenylation and an approach to α-pentafluorophenyl carbonyl compounds with an all-carbon stereocenter
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A sterically demanding unsymmetrical pentafluorophenyl-triisopropylphenyl-λ3-iodane was developed as an effective reagent for the electrophilic pentafluorophenylation of various β-keto esters and a β-keto amide. 17 examples of α-pentafluorophen
- Matsuzaki, Kohei,Okuyama, Kenta,Tokunaga, Etsuko,Shiro, Motoo,Shibata, Norio
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- Synthesis, Surface Activity, and Antimicrobial Efficacy of Diaryliodonium Salt-Derived Amphiphiles
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Two sets of 19 amphiphiles derived from diaryliodonium salt in the form of 4-methylbenzenesulfonate salts and trifluoromethanesulfonate salts were synthesized in good yields through the oxidation of 17 different aryl iodides using oxone (potassium peroxymonosulfate) as the oxidation agent in Route I and meta-chloroperoxybenzoic acid as the oxidation agent in Routes II and III, followed by Friedel–Crafts reaction with (2-(2-(2-methoxyethoxy)ethoxy)ethoxy)benzene to obtain the target compounds (1–19). Their structures were characterized by 1H nuclear magnetic resonance (NMR), 13C NMR, and high-resolution mass spectrometry studies. Their surface activities were evaluated on the basis of surface tension and critical micelle concentration measurements by the Wilhelmy plate method at 25 °C. With their good water solubility, diaryliodonium salts (1–19) have excellent short-term bactericidal efficacy against Bacillus cereus in the concentration of 600 ppm at 20 °C. After compounding 1 or 18 with the broad-spectrum but skin-irritating antibacterial agent Kathon CG (methylchloroisothiazolinone in combination with methylisothiazolinone) in the ratio of 1:1 by mass, both formulations maintained lethality rate of >90% after 48 h.
- Huang, Mengen,Xu, Shujia,Wu, Xunshen,Zhao, Min,Wang, Limin
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p. 323 - 334
(2018/04/20)
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- Fluorine-containing diaryliodonium salt and application thereof
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The invention relates to fluorine-containing diaryliodonium salt as well as a preparation method and an application thereof. The fluorine-containing diaryliodonium salt has a structure represented as a formula I and is taken as an arylation reagent. The fluorine-containing diaryliodonium salt has the advantages that the preparation is easy, when the fluorine-containing diaryliodonium salt is applied to an arylation reaction, the arylation reaction condition is relatively mild, the selectivity of an arylation product is good and the like; in the formula I shown in the specification, R1 represents an aromatic ring group or a heteroaromatic ring group or represents a substituted aromatic ring group or a substituted heteroaromatic ring group, and Y represents a univalent organic or inorganic acid radical anion.
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- A general and convenient preparation of [Bis(trifluoroacetoxy)iodo] perfluoroalkanes and [Bis(trifluoroacetoxy)iodo] arenes by oxidation of organic iodides using Oxone and trifluoroacetic acid
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"Chemical Equation Presented" [Bis(trifiuoroacetoxy)iodo] perfiuoroalkanes CnF2n+1I(OC-OCF3)2 (n = 4, 6, 8, 10, 12) can be conveniently prepared by the oxidation of the corresponding perfluoroalkyl iodides with Oxone in trifluoroacetic acid at room temperature and subsequently converted to the stable [hydroxy(tosyloxy)-iodo] perfluoroalkanes, CnF2n+1I(OH)OTs, by treatment with p-toluenesulfonic acid. This general and convenient procedure has been further extended to the synthesis of various [bis(trifluoroacetoxy)iodo]arenes, ArI(OCOCF3)2.
- Zagulyaeva, Aleksandra A.,Yusubov, Mekhman S.,Zhdankin, Viktor V.
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supporting information; experimental part
p. 2119 - 2122
(2010/06/12)
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- NOVEL PENTAFLUOROPHENYL HYPERVALENT IODINE REAGENTS
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The novel C6F5I(OH)OTs has been synthesized and shown to undergo ligand exchange with C6H5I,iodonium ylide formation with dimedone and iodonium salt formation with anisole.
- Moriarty, Robert M.,Penmasta, Raju,Prakash, Indra
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p. 877 - 880
(2007/10/02)
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