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• W1489408770 startingPage "4831" @default.
• W1489408770 abstract "(4-Triisopropylsilylphenyl)phenyliodonium tosylate, an aryliodonium salt bearing an extremely bulky, electron-donating triisopropylsilyl (TIPS) substituent in the phenyl ring, was prepared by the reaction of (4-tributyltinphenyl)triisopropylsilane with [hydroxy(tosyloxy)iodo]benzene (Koser's reagent). The TIPS-substituted aryliodonium tosylate was further converted into (4-triisopropylsilylphenyl)phenyliodonium bromide, the structure of which was established by single-crystal X-ray diffraction. Reactions of the TIPS-substituted arylodonium tosylate with bromide, azide, and thiocyanate anions predominantly afforded products of nucleophilic substitution in the electron-rich aromatic ring bearing the TIPS substituent. This unusual result is explained by the steric effect of the extraordinary bulky para-TIPS substituent on the configuration of the reaction intermediate." @default.
• W1489408770 created "2016-06-24" @default.
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• W1489408770 date "2015-07-02" @default.
• W1489408770 modified "2023-10-12" @default.
• W1489408770 title "Preparation, X-ray Structure, and Reactivity of Triisopropylsilyl-Substituted Aryl­iodonium Salts" @default.
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• W1489408770 doi "https://doi.org/10.1002/ejoc.201500535" @default.
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