70680-21-6Relevant articles and documents
Integrating Organic Lewis Acid and Redox Catalysis: The Phenalenyl Cation in Dual Role
Ahmed, Jasimuddin,Chakraborty, Soumi,Jose, Anex,Sreejyothi,Mandal, Swadhin K.
supporting information, p. 8330 - 8339 (2018/06/19)
In recent years, merging different types of catalysis in a single pot has drawn considerable attention and these catalytic processes have mainly relied upon metals. However, development of a completely metal free approach integrating organic redox and organic Lewis acidic property into a single system has been missing in the current literature. This study establishes that a redox active phenalenyl cation can activate one of the substrates by single electron transfer process while the same can activate the other substrate by a donor-acceptor type interaction using its Lewis acidity. This approach has successfully achieved light and metal-free catalytic C-H functionalization of unactivated arenes at ambient temperature (39 entries, including core moiety of a top-selling molecule boscalid), an economically attractive alternative to the rare metal-based multicatalysts process. A tandem approach involving trapping of reaction intermediates, spectroscopy along with density functional theory calculations unravels the dual role of phenalenyl cation.
Decarboxylative biaryl synthesis in a continuous flow reactor
Lange, Paul P.,Goossen, Lukas J.,Podmore, Philip,Underwood, Toby,Sciammetta, Nunzio
supporting information; scheme or table, p. 3628 - 3630 (2011/05/02)
A practical protocol was developed that allows performing decarboxylative cross-coupling reactions in continuous flow reactors. Various biaryls were thus synthesized from aromatic carboxylic acids and aryl triflates using a Cu/Pd-catalyst system.
Preparation of unsymmetrical biaryls via palladium-catalyzed coupling reaction of aryl halides
Hassan, Jwanro,Hathroubi, Chokri,Gozzi, Christel,Lemaire, Marc
, p. 7845 - 7855 (2007/10/03)
The synthesis of unsymmetrical biaryls is achieved using Pd(OAc)2 as the catalyst. A great variety of aryl halides having electron withdrawing and electron donating functional groups in para, meta and ortho positions have been successfully coupled.