Abstract

The influence of phase transfer catalyst structure on a branching of reaction paths is recorded. An almost complete change-over of mechanisms can be achieved. Reaction of allyl bromide with bromoform/sodium hydroxide/catalyst yields carbene adduct 1 and displacement products 2 and 3 . Two new and unusual catalysts, AsPh 4Cl and [Ph 3PNPPh 3] Cl, give substitution: addition ~10:1, wheras NMe4Cl and benzo-15-crown-5 lead to ~1:4, both at high conversions.

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