4.7 Article

Preparation and structure of phenolic aryliodonium salts

期刊

CHEMICAL COMMUNICATIONS
卷 54, 期 73, 页码 10363-10366

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ROYAL SOC CHEMISTRY
DOI: 10.1039/c8cc06211k

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资金

  1. Russian Science Foundation [RSF-16-13-10081]
  2. National Science Foundation [CHE-1759798]
  3. JSPS Fund for the Promotion of Joint International Research [16KK0199]
  4. Russian Science Foundation [16-13-10081] Funding Source: Russian Science Foundation

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Phenol based aryliodonium salts were prepared by the reaction of [hydroxy(tosyloxy)iodo]arenes with aryl silyl ethers in the presence of trifluoromethanesulfonic acid. Structures of several aryliodonium salts with the hydroxy group in the para-position of the phenyl ring were established by single crystal X-ray crystallography. Under basic conditions, 4-hydroxyphenyl(phenyl)iodonium salts form a dimeric hypervalent iodine(iii) complex, oxyphenyl(phenyl)iodonium ylidic salt, the solid structure of which was confirmed by X-ray crystallography. Phenolic iodonium salts are potentially useful phenol transfer reagents in reactions with various anionic nucleophiles.

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