89141-32-2Relevant academic research and scientific papers
Reaction Paths in the Cyclopalladated NN-Dialkylbenzylamine-Substituted Styrene System in Acetic Acid as Solvent. The Structure of Palladated 2-Dialkylaminomethylstilbenes
Ryabov, Alexander D.,Polyakov, Vladimir A.,Yatsimirsky, Anatoly K.
, p. 1503 - 1510 (2007/10/02)
The reaction between di-μ-chlorobis(NN-dialkylbenzylamine-2C,N)dipalladium(II) (1) and a para-substituted styrene at 50 deg C in 1:1 benzene:acetic acid affords 2-dialkylaminomethylstilbene (2) and its ring-palladated derivative di-μ-chlorobis(2-dilakylaminomethylstilbene-6C',N)dipalladium(II) (3).The structure of (3) was established on the basis of (1)H n.m.r. measurements.The relative amounts of (2) and (3) formed are strongly dependent both on the atmosphere and the presence of alkali-metal perchlorates.Free (2) dominates under argon, but (3) under oxygen.The salts MClO4 (M=Na, Li) accelerate the reaction markedly.Formation of (2) is a Fujiwara-Moritani or Heck-type reaction, but at least two paths contribute to the appearance of (3): (i) direct metallation of (2) by reoxidized palladium(II) and (ii) an exchange reaction between (1) and (2) affording (3).
