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Facile catalytic coupling of aryl bromides with terminal alkynes by phospha-palladacycles

✍ Scribed by Wolfgang A. Herrmann; Claus-Peter Reisinger; Karl Öfele; Christoph Broβmer; Matthias Beller; Hartmut Fischer

Publisher
Elsevier Science
Year
1996
Tongue
English
Weight
539 KB
Volume
108
Category
Article
ISSN
1381-1169

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✦ Synopsis

An efficient svnthesis of tolane derivatives from substituted aryl bromides and phenylacetyiene cata!yzed by air-and moisture-stable phospha-paliadacycies is described. 'Es procedure works without addition of cupric siaits. Reaction rates and yields are sensitive to the nature of solvent and base. Mechanistic features are discussed for a catalytic cycle with PdW and W(W) intermediates. Constitutional stability of the palladacyclic camlyst under reaction conditions is likely; precipitatie!, of palladium black is not observed.

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