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Efficient synthesis of trisubstituted alkenes in an aqueous–organic system using a versatile and recyclable Rh/ m -TPPTC catalyst by Emilie Genin; Véronique Michelet; Jean-Pierre Genêt is a Chemistry article available to read on EtoBox.

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We have found that the use of [Rh(cod)OH] 2 associated with the water-soluble ligand m-TPPTC was highly efficient for the Rh-catalyzed arylation of alkynes. Aryl and alkyl alkynes were transformed to alkenes using 3 mol % rhodium catalyst and 2.5 equiv of boronic acid at 100 °C in a biphasic water/toluene system in 80-99% yield. The reaction was found to be totally regioselective for alkyl arylalkynes and alkyl silylated alkynes. The Rh/m-TPPTC system was for the first time recycled with no loss of the activity and with excellent purity of the desired alkene.

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Author

Emilie Genin; Véronique Michelet; Jean-Pierre Genêt

Publisher

Elsevier Science; Elsevier ; Elsevier Ltd.; Elsevier BV (ISSN 0040-4039)

Published

2004

Language

EN

Field

Chemistry (Physical Sciences)