66417-25-2Relevant academic research and scientific papers
Acetamidoarenediazonium Salts: Opportunities for Multiple Arene Functionalization
Schmidt, Bernd,Elizarov, Nelli,Riemer, Nastja,H?lter, Frank
, p. 5826 - 5841 (2015/09/15)
Unlike their ortho counterparts, meta- and para-acetamidoanilines can be converted into the corresponding acetamidoarenediazonium salts. These offer various opportunities for multiple Pd-catalyzed arene functionalization reactions, such as Matsuda-Heck-, Suzuki-Miyaura- or Fujiwara-Moritani couplings. Acetamidoarenediazonium salts, accessible from simple acetamidoanilines, are starting points for multiple Pd-catalyzed arene functionalization reactions.
A molten n-Bu4NOAc/n-Bu4NBr mixture as an efficient medium for the stereoselective synthesis of (E)- and (Z)-3,3-diarylacrylates
Battistuzzi, Gianfranco,Cacchi, Sandro,Fabrizi, Giancarlo
, p. 439 - 442 (2007/10/03)
The palladium-catalyzed reaction of neutral, slightly electron-rich and slightly electron-poor aryl iodides with methyl cinnamate in a molten n-Bu4NOAc/n-Bu4NBr 2:1.5 mixture provides a highly stereoselective route to (E)-3,3-diaryla
Tridentate SCS palladium(II) complexes: New, highly stable, recyclable catalysts for the Heck reaction
Bergbreiter, David E.,Osburn, Philip L.,Liu, Yun-Shan
, p. 9531 - 9538 (2007/10/03)
A new pincer-type SCS ligand containing Pd(II) is a simple, robust catalyst for Heck chemistry using a variety of alkene acceptors and aryl iodides. It is less active with aryl bromides. While certain palladium-(II) species insert slowly into the aryl C-H bond of an unsubstituted version of this ligand, the introduction of activating groups into the 5 position of the aromatic ring readily allows quantitative metal insertion. These ligands were synthesized and attached to soluble polymers by simple modification of inexpensive starting materials. For example, both 5-oxy and 5-amido SCS ligands were successfully appended to 5000 Mn poly-(ethylene glycol) via ether or amide linkages, respectively. Both the 5-oxo and 5-amido complexes are active as Heck catalysts in DMF solution in air. The PEG-bound 5-amido-SCS-Pd complex was recycled via solvent precipitation three times with no observed catalyst deactivation. While the 5-amido-SCS-Pd complexes are very robust, their 5-oxo counterparts decompose slowly under certain conditions. These SCS catalysts are analogous to PCP-type catalysts previously reported in the literature but avoid the requirement of an air-sensitive phosphine synthesis.
