113160-00-2Relevant academic research and scientific papers
Ceric Ammonium Nitrate Oxidative-Cleavage Reaction of Some Lignin Model Compounds: Role of the Benzylic Hydroxyl Group
Fisher, Thomas H.,Dershem, Stephen M.,Schultz, Tor P.
, p. 1504 - 1507 (1988)
A series of β-1 lignin model compounds was synthesized and then oxidized with ceric ammonium nitrate (CAN) in aqueous acetonitrile.The compounds studied were 1,2-diarylethanols with either a p-hydroxy (1a-e) or a p-methoxy (2a-e) on the 1-ring and the following para substituents on the 2-ring: (a) H, (b) Cl, (c) Me, (d) OMe, and (e) NO2.Reactions of p-hydroxyl compounds 1a-e with CAN resulted in the formation of a red cerium complex that did not oxidize under the conditions of the reaction.In contrast all of the methoxy compounds 2a-e were rapidly oxidized by CAN atroom temperature to give p-anisaldehyde in near quatitative yield.The relative rates of these oxidative-cleavage reactions were found to be 0.11, 0.16, 1.00, 1.58, and 2.37 for the 1,2-diarylethanols 2e, 2b, 2a, 2c, and 2d, respectively.A Hammett treatment of this data revealed an excellent correlation with ?(ρ = -1.24).Methylation of the benzylic hydroxy group of 2a gave 1-methoxy-1-(4-methoxyphenyl)-2-phenylethane, which was found to be inert to CAN oxidation.
Nickel-catalyzed cross-coupling of styrenyl epoxides with boronic acids
Nielsen, Daniel K.,Doyle, Abigail G.
, p. 6056 - 6059 (2011/09/13)
Let's get multicatalytic! A Ni0 catalyst complexed with a biaryldialkyl monophosphine ligand facilitates C-C bond formation between styrenyl epoxides and aryl boronic acids (see scheme). X-ray analysis of a catalytically active nickel/ligand complex supports a redox pathway involving C sp 3-O bond activation. A variety of α-substituted alcohols were generated with good reaction efficiency by a multicatalytic sequence. Copyright
Investigations concerning the COX/5-LOX inhibiting and hydroxyl radical scavenging potencies of novel 4,5-diaryl isoselenazoles
Scholz, Michael,Ulbrich, Holger K.,Dannhardt, Gerd
, p. 1152 - 1159 (2008/09/20)
The aim of this study was to investigate 4,5-diaryl isoselenazoles as multiple target non-steroidal anti-inflammatory drugs (MTNSAIDs) which can intervene into the inflammatory processes via different mechanisms of action creating a new class of compounds
