Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 83, Issue 1, Pages 289-295Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.7b02701
Keywords
-
Categories
Funding
- JSPS KAKENHI [17H06173]
- KAKENHI [17H03017]
- NAGASE Science & Technology Development Foundation
- Sumitomo Foundation
- RIKEN Junior Research Associate Program
- Grants-in-Aid for Scientific Research [17H06173, 17H05430, 16K15097, 16H06214, 17H03017] Funding Source: KAKEN
Ask authors/readers for more resources
Because of its hyper-leaving ability, as well as its strong oxidizing ability, diaryl(triflato)-lambda(3)-iodane transfers one of the aryl groups to iodoarenes simply upon gentle heating (>85 degrees C) in nonpolar solvents. We have performed an in-depth mechanistic study of this unusual aryl transfer reaction. A combination of experimental (product analysis, kinetic study, and substituent effects) and density functional theoretical approaches revealed that the reaction proceeds through a concerted bimolecular transition state, in which ipso-carbon binds loosely to both iodine centers. We also evaluated electronic effects on the thermodynamic stability of diaryl-lambda(3)-iodanes.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available