New hypervalent iodine reagents for electrophilic trifluoromethylation and their precursors: synthesis, structure, and reactivity

Autor: Antonio Togni, Ján Cvengroš, Katrin Niedermann, Philip Battaglia, Jan M. Welch, Nico Santschi, Raffael Koller
Rok vydání: 2010
Předmět:
Zdroj: Tetrahedron. 66:5753-5761
ISSN: 0040-4020
DOI: 10.1016/j.tet.2010.04.125
Popis: Several new five- and a six-membered heterocyclic monochloroiodanes, including two cationic species, were synthesized. Three of which were used for the preparation of corresponding trifluoromethylation reagents. These compounds were characterized by X-ray crystallography for a comparative structural study. A reactivity study on the trifluoromethylation of para-toluenesulfonic acid has been conducted in order to compare initial rates. Compounds having a longer I–O bond display a higher reactivity.
Databáze: OpenAIRE