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Importance of the Presence of Chloride Ions in the First Steps of Palladium-Catalyzed Nucleophilic Allylic Substitutions

✍ Scribed by Christian Amatore; Anny Jutand; Mohamed A. M′Barki; Gilbert Meyer; Loïc Mottier

Publisher
John Wiley and Sons
Year
2001
Tongue
English
Weight
345 KB
Volume
2001
Category
Article
ISSN
1434-1948

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✦ Synopsis

Pd(η 3 -C 3 H 5 )(µ-Cl)] 2 + 4PPh 3 and [(η 3 -C 3 H 5 )PdCl(PPh 3 )] + 1PPh 3 do not produce the cationic (π-allyl)palladium(II) complex [(η 3 -C 3 H 5 )Pd(PPh 3 ) 2 ] + Cl -but a neutral (σ-allyl)palladium(II) chloride complex [(η 1 -CH 2 =CH-CH 2 )PdCl(PPh 3 ) 2 ] in DMF and THF. This latter complex is also formed when one equivalent of chloride ion is added to [(η 3 -C 3 H 5 )Pd(PPh 3 ) 2 ] + (BF 4 ) -, leading to the conclusion that [Pd(η 3 -C 3 H 5 )(µ-Cl)] 2 + 4PPh 3 and [(η 3 -C 3 H 5 )Pd(PPh 3 ) 2 ] + (BF 4 ) -are not equivalent precursors for the palladium-catalyzed allylic substitutions when they are performed in the [a]

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