ABSTRACT
The syntheses of a novel hydroxyl-functionalized tetradentate NHC/pyridine hybrid ligand and the corresponding Ag(i) and Fe(ii) complexes are presented. Spectroscopic and X-ray diffraction techniques are used for structural investigations and cyclic voltammetry measurements reveal interesting electronic properties. Transmetalation of the trinuclear Ag(i) complex (C1) yields a mononuclear and a dinuclear iron(ii) bis(NHC) complex (C2 and C3), which can be separated by stepwise precipitation. The former is isostructural to iron(ii) bis(NHC) complex A, which is a versatile oxidation catalyst. Furthermore, suitable conditions for esterification reactions of the ligand precursor and iron(ii) bis(NHC) complex (C2) have been established, demonstrating the utility of the hydroxyl functionality for immobilization and derivatization purposes.
ABSTRACT
Over the course of the past 15 years the success story of N-heterocyclic carbene (NHC) compounds in organic, inorganic, and organometallic chemistry has been extended to another dimension. The immobilization of NHC compounds, undergoing continuous diversification, broadens their range of applications and leads to new solutions for challenges in catalytic and synthetic chemistry. This review intends to present a synthetic toolkit for the immobilization of NHC compounds, giving the reader an overview on synthetic techniques and strategies available in the literature. By individually summarizing and assessing the synthetic steps of the immobilization process, a comprehensive picture of the strategies and methodologies for the immobilization of NHC compounds is presented. Furthermore, the characterization of supported NHC compounds is discussed in detail in order to set up necessary criteria for an in-depth analysis of the immobilized derivatives. Finally, the catalytic applications of immobilized NHC compounds are briefly reviewed to illustrate the practical use of this technique for a broad variety of reaction types.
