16021-08-2Relevant articles and documents
High trans-2-Decalones by Photoredox Catalyzed β-Isomerization
Barnes, Quentin,Biremond, Tony,Quintaine, Julie,Saudan, Lionel,Sombret, Juliette,de Saint-Laumer, Jean-Yves
, (2021/12/03)
The synergistic combination of three catalytic processes – photoredox, enamine and hydrogen atom transfer (HAT) catalysis – enabled the β-isomerization of 2-decalones towards the thermodynamically most stable trans-isomers. A library of iridium (III) complexes and organic dyes were screened in combination with cyclic amines and thiols which after optimization gave the desired trans-2-decalones with high trans/cis ratios of 60 : 40 up to 98 : 2.
Ozonation of decalin as a model saturated cyclic molecule: A spectroscopic study
Bykov, Gennadii L.,Ershov, Boris G.,Krasovskiy, Vladimir G.,Kustov, Alexander L.,Kustov, Leonid M.,Panich, Nadezhda M.
, (2021/09/20)
Ozonolysis is used for oxidation of a model cyclic molecule-decalin, which may be consid-ered as an analog of saturated cyclic molecules present in heavy oil. The conversion of decalin exceeds 50% with the highest yield of formation of acids about 15–17%. Carboxylic acids, ketones/aldehydes, and alcohols are produced as intermediate products. The methods of UV-visible, transmission IR, at-tenuated total reflection IR-spectroscopy, NMR and mass-spectrometry were used to identify reaction products and unravel a possible reaction mechanism. The key stage of the process is undoubtedly the activation of the first C-H bond and the formation of peroxide radicals.
The debut of chiral cyclic (alkyl)(amino)carbenes (CAACs) in enantioselective catalysis
Pichon, Delphine,Soleilhavoup, Michele,Morvan, Jennifer,Junor, Glen P.,Vives, Thomas,Crévisy, Christophe,Lavallo, Vincent,Campagne, Jean-Marc,Mauduit, Marc,Jazzar, Rodolphe,Bertrand, Guy
, p. 7807 - 7811 (2019/08/30)
The popularity of NHCs in transition metal catalysis has prompted the development of chiral versions as electron-rich neutral stereodirecting ancillary ligands for enantioselective transformations. Herein we demonstrate that cyclic (alkyl)(amino)carbene (CAAC) ligands can also engage in asymmetric transformations, thereby expanding the toolbox of available chiral carbenes.