Synthesis of a diverse set of phosphorus ligands on solid support and their screening in the Heck reaction

Amal Mansour, Moshe Portnoy*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

35 Scopus citations

Abstract

Representative members from five different families of supported phosphine and phosphinite ligands have been prepared from common templates - polymer-bound aminoalcohols. These include β-aminophosphines, N,β-diphosphinoamines, α,β-diphosphinoamines, β-aminophosphinites and N-phosphino-β-aminophosphinites. Representatives of each family of ligands were complexed with Pd(OAc)2 and screened in the Heck reaction of iodo- and bromobenzene. While the reaction of iodoarenes is ligand-independent, the reaction of bromoarenes is ligand-sensitive. The rationale for this behavior is suggested. Lead ligands for the reaction of bromoarenes were determined.

Original languageEnglish
Pages (from-to)2195-2198
Number of pages4
JournalTetrahedron Letters
Volume44
Issue number10
DOIs
StatePublished - 3 Mar 2003

Funding

FundersFunder number
Israel Academy of Sciences and Humanities
Israel Science Foundation

    Keywords

    • Heck reactions
    • Phosphorus ligands
    • Solid-phase synthesis
    • Supported catalysts

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