The diene compound Pd(COD)Cl2 (COD
=
1,5-cyclooctadiene) reacts with a benzene solution of the
trityl radical
•
CPh3 to
yield, surprisingly, trityl chloride
and the η3-benzylic compound
[(η3-CPh3)PdCl]2,
previously synthesized via a more conventional route.
published as an Advance Article on the web 4th September 2000Allylpalladium(II) compounds react readily in benzene with free phenyl and trityl radicals, generated from the thermal decomposition of phenylazotriphenylmethane, and with free cyclohexyl radicals, generated from the photolysis of (cyclohexyl)(pyridine)cobaloxime; the reactions appear to involve initial attack of the radicals at palladium, followed by secondary processes which convert the coordinated allyl ligands preferentially to terminal rather than internal alkenes.
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