Concepedia

pK<sub>a</sub>s of the conjugate acids of N-heterocyclic carbenes in water

Eleanor M. Higgins, Jennifer Sherwood, Anita G. Lindsay, James P. K. Armstrong, Richard S. Massey, Roger W. Alder, AnnMarie C. O’Donoghue

Chemical Communications · 2010 · 180 citations · 22 references

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Concepts

Abstract

pK(a) values of 19.8-28.2 are reported for the conjugate acids of a large series of NHCs in water. The effects of ring size, N-substituent and C(4)-C(5) saturation on pK(a) are discussed.

References

22

N-Heterocyclic Carbenes: A New Concept in Organometallic Catalysis

Wolfgang A. Herrmann · Angewandte Chemie International Edition · 2002 · 3.8K citations

, , +16

N‐Heterocyclic Carbenes as Organocatalysts

Nicolas Marion, Silvia Díez‐González, Steven P. Nolan · Angewandte Chemie International Edition · 2007 · 1.4K citations

, , +10

Olefin metathesis

Robert H. Grubbs · Tetrahedron · 2004 · 1.2K citations

Looking for Stable Carbenes:  The Difficulty in Starting Anew

Anthony J. Arduengo · Accounts of Chemical Research · 1999 · 1.2K citations

, , +5

Carbenes: Synthesis, properties, and organometallic chemistry

Pierre de Frémont, Nicolas Marion, Steven P. Nolan · Coordination Chemistry Reviews · 2008 · 971 citations

, , +10