N-heterocyclic carbenes (NHCs) have found increasing use as
reagents for a range of organic transformations and in asymmetric
organocatalysis. The performance of these molecules can be improved
and tuned by functionalisation. Functionalised carbenes can anchor
free carbenes to the metal site, introduce hemilability, provide a
means to immobilise transition metal carbene catalysts, introduce
chirality, provide a chelate ligand or bridge two metal centres.
NHC can be attached to carbohydrates and campher, derived from
amino acids and purines, they can be used as organocatalysts
mimicking vitamin B1 or as weak ‘solvent’ donors in
lanthanide chemistry.
Functionalised N-Heterocyclic Carbene Complexes describes
major trends in functionalised NHC ligands, aiming to assist
readers in their attempts to develop and apply their own
functionalised carbenes. After an introduction to the chemistry and
behaviour of NHC, the book gives a detailed description of
functionalised carbenes and their complexes according to a range of
functional groups, each with a discussion of the synthetic route,
structure, stability and performance.
Functionalised N-Heterocyclic Carbene Complexes is an
essential guide to fine-tuning this important class of compounds
for practitioners, researchers and advanced students working in
synthetic organometallic and organic chemistry and catalysis.
Table of Content
Abbreviations.
Introduction.
Chapter 1 The Nature of N-Heterocyclic Carbenes.
1.1 Synthesis.
1.2 Properties of NHC.
References.
Chapter 2 Why Functionalisation?
2.1 Phosphane Mimick.
2.2 Hemilability.
2.3 Chirality.
2.4 Ligand Geometry.
2.5 Catalysis.
References.
Chapter 3 N-Heterocyclic with Neutral Tethers.
3.1 Amine Functionalities.
3.2 Oxygen-Containing Groups.
3.3 Phosphane Functionalities.
3.4 Bis-Carbene Ligands.
3.5 Tris-N-Heterocyclic Carbene Ligands.
3.6 Pincer Carbenes.
References.
Chapter 4 N-Heterocyclic with Anionic Functional
Groups.
4.1 Oxygen-Containing Groups.
4.2 Nitrogen-Containing Groups.
4.3 NHC Ligands Incorporating Cp Moieties.
4.4 Transition Metal NHC Complexes Involved in the Activation of
C-H Bonds.
4.5 Immobilisation of the Catalyst.
4.6 Sulfur-Containing Functional Groups.
References.
Chapter 5 Chiral N-Heterocyclic Carbenes.
References.
Chapter 6 Natural Products.
6.1 Thiazole.
6.2 Amino Acids.
6.3 Purines and Xanthines.
6.4 Carbohydrates.
6.5 Miscellaneous.
References.
Index.
About the author
Dr Olaf Kühl, Institut für Biochemie, Ernst-Moritz-Arndt-Universität Greifswald, Germany
Olaf Kühl was recently habilitated at Greifswald University. His main research interests are in organometallic and coordination chemistry with an emphasis on ligand design, particularly in the areas of N-heterocylic germylenes, carbenes and phosphino ureas.
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