56895-94-4Relevant academic research and scientific papers
Reactions of Thianthrene Cation Radical with Acyclic and Cyclic Alcohols
Shine, Henry J.,Yueh, Wang
, p. 3553 - 3559 (1994)
Thianthrene cation radical perchlorate (Th(.+)*ClO4(-)) reacted readily with cycloalkanols (C5, C7, C8, and C12), alkan-2-ols (C3, C5, C6, and C8), 3-hexanol, neopentyl alcohol, a number of benzyl alcohols, dl- and (S)-1-phenylethanol, cyclopentyl- and cyclohexylmethanols, the exo- and endo-borneols, and norborneols.Reactions were carried out with an excess of the alcohol in acetonitrile solution containing 2,6-di-tert-butyl-4-methylpyridine.Products were alkenes, ethers, and N-substituted acetamides, depending on the structure of the alcohol.Thianthrene (Th) and its 5-oxide (ThO) were formed in equal amounts.The sum of amounts of products from the alcohol was equal to the amount of ThO.All reactions are interpretable on the basis of the ultimate formation and further reactions of a 5-alkoxythianthreniumyl ion (ROTh(+)).The predominant formation of nortricyclene from the norborneols is striking and is discussed.Swern-Moffatt-type oxidations of the alcohols were not observed.
Amidation of norbornene with organic nitriles in the presence of water catalyzed by iron compounds
Khusnutdinov, Ravil I.,Oshnyakova, Tatyana M.
supporting information, p. 6368 - 6369 (2015/11/16)
The amidation of norbornene with various nitriles was performed in the presence of water under the action of FeCl3·6H2O to give N-(exo-2-norbornyl)acylamides in 76-95% yield.
OXYGENATION OF AROMATIC AND ALIPHATIC HYDROCARBONS BY A NEW REAGENT SYSTEM, Fe(CH3CN)6(2+)-H2O2-Ac2O: AN EFFECTIVE MODEL REAGENT FOR MONO-OXYGENASE
Kotani, Eiichi,Kobayashi. Shigeki,Ishii, Yoko,Tobinaga, Seisho
, p. 4671 - 4679 (2007/10/02)
Reactions of aromatic and aliphatic hydrocarbons with a new system, Fe(CH3CN)6(2+) - H2O2 - Ac2O in CH3CN, gave oxygenation products with fairly high reaction efficiency ( Tables I and II )compared to known to reagent systems used as enzyme models for mono-oxygenases.Investigations of the mechanism of these reactions indicated the involvement of either complex C.FeIV(OH)(OAc)(2+), or complex D, FeIV(OAc)(2+), dependig on the organic substrate.Keywords-oxygenation; aromatic hydrocarbon; aliphatic hydrocarbon; hexakisacetonitrile iron(II) perchlorate; hydrogen peroxide; enzyme model; mono-oxygenase
