Issue 16, 2017

Privileged chiral N-heterocyclic carbene ligands for asymmetric transition-metal catalysis

Abstract

Chiral ligands play a central role in enantioselective transition-metal catalysis. The success of achiral N-heterocyclic carbenes (NHCs) as stable electron-rich neutral ligands in homogeneous catalysis led to the development of a manifold of chiral NHCs as stereodirecting ancillary ligands for various enantioselective transformations. Due to the modular design of NHCs and the ease of access to their azolium salt precursors, tailor-made NHCs are readily available. Many chiral NHC scaffolds have been synthesised and tested in catalysis. Herein, we highlight only those NHC structures which have enabled high degrees of enantioselectivity in transition-metal catalysis. Following a brief introduction to the field of chiral NHCs, this tutorial review introduces different categories of chiral NHCs and provides a guide to the structural fine-tuning of ligand requirements and stereochemical models.

Graphical abstract: Privileged chiral N-heterocyclic carbene ligands for asymmetric transition-metal catalysis

  • This article is part of the themed collection: Primer

Associated articles

Article information

Article type
Tutorial Review
Submitted
18 Cig 2017
First published
29 Qas 2017

Chem. Soc. Rev., 2017,46, 4845-4854

Privileged chiral N-heterocyclic carbene ligands for asymmetric transition-metal catalysis

D. Janssen-Müller, C. Schlepphorst and F. Glorius, Chem. Soc. Rev., 2017, 46, 4845 DOI: 10.1039/C7CS00200A

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements