98750-11-9Relevant articles and documents
Vicinal Difunctionalization of Alkenes under Iodine(III) Catalysis involving Lewis Base Adducts
Aertker, Kristina,Rama, Raquel J.,Opalach, Julita,Mu?iz, Kilian
supporting information, p. 1290 - 1294 (2017/04/18)
The influence of a 2-pyridinyl substituent on the catalytic performance of aryl iodides as catalyst in iodine(III) chemistry was explored. An efficient Lewis base adduct between the pyridine nitrogen and the electrophilic iodine(III) center was identified and confirmed by X-ray analysis. This arrangement was shown to generate a kinetically competent superior catalyst structure for the catalytic dioxygenation of alkenes. It introduces the concept of Lewis base adduct formation as a kinetic factor in iodine(I/III) catalysis. (Figure presented.).
CuI/l-proline-catalyzed selective one-step mono-acylation of styrenes and stilbenes
Prathima, P. Sai,Maheswari, C. Uma,Srinivas,Rao, M. Mohan
supporting information; experimental part, p. 5771 - 5774 (2010/11/05)
Vicinal di-oxygenation of styrene-type olefins was achieved with cheaper, less toxic CuI in the presence of l-proline as ligand and NaIO4 as the oxidant. This approach provides a straightforward and efficient access to mono-acylated diols from both styrene and stilbene derivatives with good to excellent yields and diastereoselectivity.
Radical-Cations as Intermediates in the Oxidation of Alkenes by Metal Ions
Norman, Julie A.,Thomas, C. Barry,Burrow, Michael J.
, p. 1087 - 1094 (2007/10/02)
The formation of hydroxy acetates in the reaction of some alkenes with lead(IV), cobalt(III), and manganese(III) in acetic acid is demonstrated to involve the intermediacy of alkene radical-cations.A study employing a range of aryl-substituted alkenes has shown that there is an inverse relationship between the yield of hydroxy acetate and the ionisation potential of the organic substrate.The electron deficiency in the radical-cations derived from these alkenes appears to be localised on the double bond: no evidence could be obtained for reaction at the aromatic ring.The introduction of the chlorine atom into this ring had the effect of repressing electron-transfer in cobalt(III) and manganese(III) oxidations but not in those involving lead(IV).
