4.5 Review

Diaryliodonium Salts: Structures and Synthesis

Journal

CURRENT ORGANIC CHEMISTRY
Volume 24, Issue 18, Pages 2070-2105

Publisher

BENTHAM SCIENCE PUBL LTD
DOI: 10.2174/1385272824999200507124328

Keywords

Diaryliodonium salts; hypervalent iodine; T-shaped structure; synthetic strategies; cyclic or linear; organometallic reagents

Funding

  1. NSFC/China [21421004, 21772039]
  2. Shanghai Municipal Science and Technology Major Project [2018SHZDZX03]
  3. National Key Research and Development Program [2016YFA0200302]
  4. Croucher Foundation (Hong Kong)

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Due to similar reactivity in comparison with aromatic organometallic reagents, diaryliodonium salts are currently in broad usage as less toxic, highly efficient, stable and mild electrophilic reagents in organic synthesis. The hypervalent iodine center of diaryliodonium salts can lead to unique reactivity, which thus is frequently presented in metal-free arylations or metal-involved elementary reactions such as oxidative addition, reduction elimination, ligand coupling and ligand exchange reaction. As such, diaryliodonium salts have experienced explosive growth by transferring aromatics to the target molecules. In contrast to the reviews on the synthetic utility or aryl transformations by using diaryliodonium salts, this review provides a summary of their structures and the synthetic strategies towards them during recent decades.

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