Journal
TETRAHEDRON
Volume 66, Issue 31, Pages 5753-5761Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2010.04.125
Keywords
Trifluoromethylation; Hypervalent iodine; X-ray analysis; Reactivity study; Monochloroiodane
Categories
Funding
- ETH Zurich
- Swiss National Science Foundation
- SSCI (Stipendienfonds der Schweizerischen Chemischen Industrie)
- ETH
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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. (C) 2010 Elsevier Ltd. All rights reserved.
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