101741-01-9Relevant articles and documents
Acylation of anisole with carboxylic acids catalyzed by tungsten oxide supported on titanium dioxide
Okumura, Kazu,Iida, Masaki,Yamashita, Hajime
, (2019)
Friedel-Crafts (F-C) acylation of anisole with octanoic acid was carried out on tungsten oxide (WO3) supported on various types of oxide supports. We have found that the highest activity was obtained when TiO2 was used as the support. WO3/TiO2 was found to be active in the acylation of anisole with carboxylic acids of varying alkyl chain lengths (C6–C10). It was possible to recycle the WO3/TiO2 catalyst for up to 5 times without deactivation. The turnover frequency (TOF) of the catalyst was closely correlated with the electronegativity of the cation of the support used for WO3. When a strong basic oxide such as CeO2 was used as a support, the acid strength of WO3 was diminished, while the strong acidity of WO3 was retained on a weak basic support like TiO2. This explains why the acid strength and consequently, the activity, were found to be the highest for the WO3/TiO2 catalyst. The trend of the catalytic performance was consistent with the order of acid strength of WO3 on different supports measured by temperature-programmed desorption of NH3.
Catalytic Ring-Opening of Cyclic Alcohols Enabled by PCET Activation of Strong O-H Bonds
Yayla, Hatice G.,Wang, Huaiju,Tarantino, Kyle T.,Orbe, Hudson S.,Knowles, Robert R.
, p. 10794 - 10797 (2016/09/09)
We report a new photocatalytic protocol for the redox-neutral isomerization of cyclic alcohols to linear ketones via C-C bond scission. Mechanistic studies demonstrate that key alkoxy radical intermediates in this reaction are generated via the direct homolytic activation of alcohol O-H bonds in an unusual intramolecular PCET process, wherein the electron travels to a proximal radical cation in concert with proton transfer to a weak Br?nsted base. Effective bond strength considerations are shown to accurately forecast the feasibility of alkoxy radical generation with a given oxidant/base pair.
Simple and improved procedure for the regioselective acylation of aromatic ethers with carboxylic acids on the surface of graphite in the presence of methanesulfonic acid
Sarvari, Mona Hosseini,Sharghi, Hashem
, p. 2165 - 2168 (2007/10/03)
Friedel-Crafts acylation of aromatic compounds such as anisole has been successfully carried out using the combination of graphite with MeSO 3H. Both aromatic and aliphatic carboxylic acids reacted smoothly under the conditions to afford the corresponding aromatic ketones in high yield.