Issue 8, 2014

Liberation of N-heterocyclic carbenes (NHCs) from thermally labile progenitors: protected NHCs as versatile tools in organo- and polymerization catalysis

Abstract

This mini-review describes the thermal in situ generation of N-heterocyclic carbenes (NHCs) from various heat sensitive precursors for use in organocatalysis and in polymer chemistry. Thermally labile progenitors such as azolium hydrogen carbonates, NHC-CO2 adducts, alcohol-protected NHCs and NHC-metal complexes are discussed and compared in their scope and limitations. Advantageous aspects like enhanced stability, controlled release by external stimuli, latency and co-catalysis by the protecting groups are illuminated in numerous examples, stressing the versatility and adaptability that can be achieved by protected NHCs. Emerging strategies to harness the reactivity of NHCs are also briefly discussed to provide an outlook on where future developments are to be expected.

Graphical abstract: Liberation of N-heterocyclic carbenes (NHCs) from thermally labile progenitors: protected NHCs as versatile tools in organo- and polymerization catalysis

Article information

Article type
Minireview
Submitted
19 Mar 2014
Accepted
16 Apr 2014
First published
16 Apr 2014

Catal. Sci. Technol., 2014,4, 2466-2479

Author version available

Liberation of N-heterocyclic carbenes (NHCs) from thermally labile progenitors: protected NHCs as versatile tools in organo- and polymerization catalysis

S. Naumann and M. R. Buchmeiser, Catal. Sci. Technol., 2014, 4, 2466 DOI: 10.1039/C4CY00344F

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