Determination of the effect of cation-pi interactions on the stability of alpha-oxy-organolithium compounds.
Sn-Li exchange equilibria have allowed the quantification of the stabilizing effect of cation-pi interactions in organolithium chemistry. Stabilization energy data on the effect of Li-pi complexation of an aromatic ring or a CC double bond in organolithium compounds are presented. The amount of stabilization gained by complexation of the Li atom with a pi system in alpha-oxy-organolithium compounds is quite comparable to the one observed in systems containing Li-N or Li-O interactions.
Monje
Pablo
P
Departamento de Química Orgánica, Universidad de Santiago de Compostela, 15782 Santiago de Compostela, Spain.
Paleo
M Rita
MR
García-Río
Luis
L
Sardina
F Javier
FJ
D002412:Cations / Q000737:chemistry; D008094:Lithium / Q000737:chemistry*; D008968:Molecular Conformation; D009942:Organometallic Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D013237:Stereoisomerism
D002412:Cations; D009942:Organometallic Compounds; D008094:Lithium