219858-15-8Relevant articles and documents
The Effect of Hydrogen Bonding on Allylic Alkylation and Isomerization Reactions in Ionic Liquids
Ross, James,Xiao, Jianliang
, p. 4900 - 4906 (2003)
Neutral allylic alkylation reactions, in which a base is generated in situ and which hence require no external bases, can significantly be retarded when carried out in the ionic liquid 1-butyl-3-methylimidazolium tetrafluoroborate ([bmim][BF4]). Evidence suggests that the base or base precursor enters into hydrogen bonding with the imidazolium cation and is thus made less readily available for deprotonation of pre-nucleophiles. However, the reaction proceeds well in the presence of stronger bases that are capable of deprotonation. Whilst the phenomenon of hydrogen bonding in ionic liquids can be detrimental to reactions such as allylic alkylation, it can be exploited to suppress unwanted allylic isomerization.
Catalytic intermolecular allylic C-H alkylation
Young, Andrew J.,White, M. Christina
supporting information; experimental part, p. 14090 - 14091 (2009/03/11)
The first electrophilic Pd(II)-catalyzed allylic C-H alkylation is reported, providing a novel method for formation of sp3-sp3 C-C bonds directly from C-H bonds. A wide range of aromatic and heteroaromatic linear (E)-α-nitro-arylpent