Competitive and Selective Csp3 Br versus Csp2 Br Bond Activation in Palladium??Catalysed Suzuki Cross??Coupling: An Experimental and Theoretical Study of the …

…, M Besora, F Maseras, G Asensio…

Index: Mollar, Cristian; Besora, Maria; Maseras, Feliu; Asensio, Gregorio; Medio-Simon, Mercedes Chemistry - A European Journal, 2010 , vol. 16, # 45 p. 13390 - 13397

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Citation Number: 39

Abstract

Abstract Phosphine ligands have been demonstrated to have an effect on reactivity and selectivity in the competitive intramolecular palladium-catalysed Suzuki–Miyaura coupling of dibromo sulfoxide 1 a possessing two different hybridised electrophilic carbons. It was found that the bromine bond to the sp 3-hybridised carbon is selectively replaced in the presence of unhindered phosphines such as PPh 3 or xantphos. The use of hindered phosphine ...