- Improving alkynyl(aryl)iodonium salts: 2-anisyl as a superior aryl group
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The majority of alkynyl(aryl)iodonium salts reported in the literature are derived from iodobenzene. This article describes the effects of varying this iodoarene building block on the synthesis, reactivity and stability of these salts. Two procedures to synthesize a variety of known and novel alkynyl(aryl)iodonium tosylates directly from the iodoarene are reported. In the reactions of these salts, those derived from 2-iodoanisole gave superior results than the others tested in every reaction. Isothermal microcalorimetry indicated that these novel salts were significantly more stable and less prone to decomposition than all of the other derivatives. This journal is the Partner Organisations 2014.
- Hamnett, David J.,Moran, Wesley J.
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p. 4156 - 4162
(2014/06/10)
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- A practical synthetic method of iodoarene difluorides without fluorine gas and mercury salts
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Iodoarene difluorides were synthesized in three steps from the corresponding iodoarenes without the use of dangerous reagents such as fluorine gas of harmful mercury salts.
- Sawaguchi, Masanori,Ayuba, Shinichi,Hara, Shoji
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p. 1802 - 1803
(2007/10/03)
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- Capture of Electron-Deficient Species with Aryl Halides. New Syntheses of Hypervalent Iodonium Ylides
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We have demonstrated the aryl iodide capture of β-diketocarbenes, generated from the diazo compound by using rhodium(II) acetate, under very mild conditions.This is a useful general preparative method for iodonium ylides under non-hydroxylic conditions.The termal, catalytic, and photochemical decompositions of various azides in the presence of aryl iodides were carried out.With highly reactive nitrenes, intramolecular rearrangement takes precedence over capture.In the case of p-tuloenesulfonyl azide, thermolysis in the presence of aryl iodides requires conditions under which the iminoiodane is itself decomposed.The capture of oxene by iodobenzene is discussed.The application of these capture processes is discussed as a synthetic route to hypervalent ylides as well as on the basis of mechanism.
- Moriarty, Robert M.,Bailey, B. R. III,Prakash, Om,Prakash, Indra
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p. 1375 - 1378
(2007/10/02)
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