30718-66-2Relevant academic research and scientific papers
Olefin hydroaryloxylation catalyzed by pincer-iridium complexes
Haibach, Michael C.,Guan, Changjian,Wang, David Y.,Li, Bo,Lease, Nicholas,Steffens, Andrew M.,Krogh-Jespersen, Karsten,Goldman, Alan S.
supporting information, p. 15062 - 15070 (2013/11/06)
Aryl alkyl ethers, which are widely used throughout the chemical industry, are typically produced via the Williamson ether synthesis. Olefin hydroaryloxylation potentially offers a much more atom-economical alternative. Known acidic catalysts for hydroaryloxylation, however, afford very poor selectivity. We report the organometallic-catalyzed intermolecular hydroaryloxylation of unactivated olefins by iridium "pincer" complexes. These catalysts do not operate via the hidden Br?nsted acid pathway common to previously developed transition-metal-based catalysts. The reaction is proposed to proceed via olefin insertion into an iridium-alkoxide bond, followed by rate-determining C-H reductive elimination to yield the ether product. The reaction is highly chemo- and regioselective and offers a new approach to the atom-economical synthesis of industrially important ethers and, potentially, a wide range of other oxygenates.
Copper-catalyzed coupling of aryl iodides with aliphatic alcohols.
Wolter, Martina,Nordmann, Gero,Job, Gabriel E,Buchwald, Stephen L
, p. 973 - 976 (2007/10/03)
[reaction: see text] A simple and mild method for the coupling of aryl iodides and aliphatic alcohols that does not require the use of alkoxide bases is described. The reactions can be performed in neat alcohol. For more precious alcohols, the etherificat
New Oxidative Aromatization of α,β-Unsaturated Cyclohexenones with Iodine-Cerium(IV) Ammonium Nitrate in Alcohol
Horiuchi, C. Akira,Fukunishi, Hirotada,Kajita, Mika,Yamaguchi, Akihisa,Kiyomiya, Hiroshi,Kiji, Shinji
, p. 1921 - 1924 (2007/10/02)
The reaction of 2-cyclohexen-1-one derivatives with iodine-cerium(IV) ammonium nitrate in alcohols (methanol, ethanol, 1-propanol, 2-propanol, and 1-butanol) under refluxing, gave the corresponding alkyl phenyl ethers in good yields.In the case of diol (ethylene glycol, 1,3-propanediol, and 1,4-butanediol), phenoxyalkanol derivatives were obtained.The present method was also applicable to oxidative rearrangement of isophorone.
