86724-26-7Relevant articles and documents
Merging Halogen-Atom Transfer (XAT) and Copper Catalysis for the Modular Suzuki-Miyaura-Type Cross-Coupling of Alkyl Iodides and Organoborons
Zhang, Zhenhua,Górski, Bartosz,Leonori, Daniele
supporting information, p. 1986 - 1992 (2022/02/01)
We report here a mechanistically distinct approach to achieve Suzuki-Miyaura-type cross-couplings between alkyl iodides and aryl organoborons. This process requires a copper catalyst but, in contrast with previous approaches based on palladium and nickel
Stereo and regioselectivity in the phenylation of cationic allylpalladium(II) α-diimine complexes by tetraphenylborate anion
Crociani, Bruno,Antonaroli, Simonetta,Bianca, Francesca Di,Fontana, Alberta
, p. 21 - 26 (2007/10/02)
The reaction of the cationic complex 3-cyclohexenyl>(py-2-CH=NC6H4OMe-4)>+ (1) with BPh4- in the presence of fumaronitrile yields trans-3-methoxy-6-phenylcyclohexene (2a) and trans-4-methoxy-3-phenyl-cycohexene (2b), in ca. 1:1 molar ratio.The trans stereochemistry of these products implies that the phenylation of the allyl ligand involves prior transfer of a phenyl group from BPh4- to the metal, followed by reductive coupling of the organic moieties.In the reaction of 3-1,1-R1,R2-C3H3)(N-N')>+ (3) 1 = H, R2 = Ph, Me; R1 = R2 = Me> with BPh4- in the presence of activated olefins, both regioisomers PhCH2-CH=CR1R2 (4a) and CH2=CH-CR1R2Ph (4b) are formed with a relative ratio which depends essentially on the allylic substituents: R1 = H, R2 = Ph, 4a above 98percent; R1 = H, R2 = Me, 4a 75-67percent; R1 = R2 = Me, 4a 64-58percent.The regioisomer distribution is very little affected by the nature of the α-diimine, of the activated olefin, and of the solvent.For R1 = H and R2 = Ph, Me, the olefinic product 4a has a trans (E) geometry.These results have been interpreted in terms of reductive elimination occurring in the intermediate 3-1,1,R1,R2C3H3)(N-N')> with a ?-N monodentate α-diimine ligand.