90828-13-0Relevant articles and documents
Room-temperature, ligand- and base-free heck reactions of aryl diazonium salts at low palladium loading: Sustainable preparation of substituted stilbene derivatives
Felpin, Francois-Xavier,Miqueu, Karinne,Sotiropoulos, Jean-Marc,Fouquet, Eric,Ibarguren, Oier,Laudien, Julia
experimental part, p. 5191 - 5204 (2010/08/20)
The Pd(OAc)2-catalyzed Heck reaction of aryl diazonium salts with 2-arylacrylates led to cis-stilbenes with good to excellent stereoselectivity. The environmentally friendly protocol developed in this work features low palladium loading in technical-grade methanol at room temperature under base-, additive-, and ligand-free condi-tions. The same protocol applied to simple Heck coupling of aryl diazonium salts with methyl acrylate allows as-tonishingly low palladium loading, down to 0.005 mol %. The stereoselectivity experimentally observed for the synthesis of cis-stilbenes has been rationalized by DFT calculations. Moreover, the role of methanol in promoting the reaction has been clarified by a computational study.
(Z)- AND (E)-ARYLIDENE-1,3-DIHYDROINDOL-2-ONES : CONFIGURATION, CONFORMATION, AND INFRARED CARBONYL STRETCHING FREQUENCIES
Coda, Andreina Corsico,Invernizzi, Anna Gamba,Righetti, Pier Paolo,Tacconi, Gianfranco,Gatti, Giuseppina
, p. 615 - 620 (2007/10/02)
The configuration and conformation of both (Z)- and (E)-arylidene-1,3-dihydroindol-2-ones were investigated.In the solid state the Z-isomer is planar whereas the E-isomer has the aryl group significantly twisted, as shown by two X-ray structures.A linear
