4.6 Article

Iodine(III)-Based Halogen Bond Donors: Properties and Applications

Journal

CHEMICAL RECORD
Volume 21, Issue 8, Pages 1912-1927

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/tcr.202100119

Keywords

Halogen bonding; Hypervalent iodine; Lewis acidity; Iodolium; Diaryliodonium

Funding

  1. National Science and Engineering Research Council (NSERC) of Canada
  2. Canada Foundation for Innovation (CFI)
  3. FRQNT Centre in Green Chemistry and Catalysis (CGCC)
  4. Universite de Sherbrooke
  5. Fonds der Chemischen Industrie for a Dozentenstipendium
  6. Kekule Ph.D. scholarship
  7. NSERC for a Canada Graduate Scholarship (CGSM)
  8. Projekt DEAL

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Halogen bonding, a non-covalent interaction between Lewis bases and electron-deficient halogen substituents, has garnered increasing attention. Research has focused on designing and evaluating halogen-containing species as donors, with particular interest in organoiodine compounds at the iodine(III) state. These compounds offer unique binding modes due to their electronic and structural properties, leading to their development and evaluation as catalysts in various model reactions.
Halogen bonding, the non-covalent interaction of Lewis bases with an electron-deficient region of halogen substituents, received increased attention recently. Consequently, the design and evaluation of numerous halogen-containing species as halogen bond donors have been subject to intense research. More recently, organoiodine compounds at the iodine(III) state have been receiving growing attention in the field. Due to their electronic and structural properties, they provide access to unique binding modes. For this reason, our groups have been involved in the development of such compounds, in the quantification of their halogen bonding strength (through the evaluation of their Lewis acidities), as well as in the evaluation of their activities as catalysts in several model reactions. This account will describe these contributions.

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