Issue 16, 2017

Isocyanide insertion across the Pd–C bond of allenyl and propargyl palladium complexes bearing phosphoquinoline as a spectator ligand. Synthesis of a palladium complex bearing a coordinated cyclobutenyl fragment

Abstract

We have studied the insertion of p-toluenesulfonylmethyl isocyanide (TosMIC) on selected allenyl and propargyl complexes of palladium bearing diphenylphosphine quinoline as a spectator ligand. The fast process gives different products depending on the tautomer involved in the reaction. Thus, the unsubstituted allenyl species yields an insertion complex with the isocyanide coordinated between the metal and the first allenyl carbon. On the other hand, a mixture of phenyl substituted allenyl and propargyl palladium complexes yields a novel species characterized by a cyclo-butenyl fragment directly coordinated to palladium. The solid state structure of such a complex together with an exhaustive kinetic study of the whole process is reported.

Graphical abstract: Isocyanide insertion across the Pd–C bond of allenyl and propargyl palladium complexes bearing phosphoquinoline as a spectator ligand. Synthesis of a palladium complex bearing a coordinated cyclobutenyl fragment

Supplementary files

Article information

Article type
Paper
Submitted
06 Feb 2017
Accepted
19 Mar 2017
First published
20 Mar 2017

Dalton Trans., 2017,46, 5210-5217

Isocyanide insertion across the Pd–C bond of allenyl and propargyl palladium complexes bearing phosphoquinoline as a spectator ligand. Synthesis of a palladium complex bearing a coordinated cyclobutenyl fragment

T. Scattolin, F. Visentin, C. Santo, V. Bertolasi and L. Canovese, Dalton Trans., 2017, 46, 5210 DOI: 10.1039/C7DT00454K

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