Twist does a twist to the reactivity: stoichiometric and catalytic oxidations with twisted tetramethyl-IBX.
J Org Chem
; 76(23): 9593-601, 2011 Dec 02.
Article
in En
| MEDLINE
| ID: mdl-22039832
ABSTRACT
The methyl groups in TetMe-IBX lower the activation energy corresponding to the rate-determining hypervalent twisting (theoretical calculations), and the steric relay between successive methyl groups twists the structure, which manifests in significant solubility in common organic solvents. Consequently, oxidations of alcohols and sulfides occur at room temperature in common organic solvents. In situ generation of the reactive TetMe-IBX from its precursor iodo-acid, i.e., 3,4,5,6-tetramethyl-2-iodobenzoic acid, in the presence of oxone as a co-oxidant facilitates the oxidation of diverse alcohols at room temperature.
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01-internacional
Database:
MEDLINE
Language:
En
Journal:
J Org Chem
Year:
2011
Document type:
Article
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