4.8 Article

Polyisobutylene-Anchored N-Heterocyclic Carbene Ligands

Journal

ORGANIC LETTERS
Volume 11, Issue 3, Pages 665-667

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol802728t

Keywords

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Funding

  1. Robert A. Welch Foundation [A-0639]
  2. National Science Foundation [CHE-0446107]
  3. Qatar National Research Fund [NPRP-28-6-7-7]

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The synthesis of polyisobutylene (PIB)-supported N-heterocyclic carbenes (NHCs) that are useful as ligands for recoverable/recyclable organometallic complexes is described. Both PIB-bound carbenes analogous to SIMes and IMes as well as carbene precursors bound to PIB via 1,2,3-triazoles by alkyne-azide couplings are described. Both Ag(I) and Ru(II) complexes of these carbenes are shown to be phase selectively soluble in heptane. Hoveyda-Grubbs second-generation catalysts containing a PIB-supported NHC have also been used to catalyze ring-closing metathesis.

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