By Frank Glorius
ISBN-10: 3540369295
ISBN-13: 9783540369295
ISBN-10: 3540369309
ISBN-13: 9783540369301
It was once in basic terms within the early Nineteen Nineties that carbenes with the carbene carbon being integrated in a nitrogen containing heterocycle (N-heterocyclic carbenes or NHCs) have been discovered to be strong adequate to be remoted. because the first document at the program of NHCs as ligands in transition steel catalysis in 1995, NHC have came across a number of functions and feature been tested as a flexible and integral classification of ligands. for lots of reactions like metathesis or cross-coupling reactions NHCs have frequently develop into the ligands of selection, permitting in a different way tough variations. during this e-book top specialists have surveyed significant parts of program of NHC steel complexes in catalysis. The authors have positioned a distinct specialise in nickel- and palladium-catalyzed reactions, on functions in metathesis reactions, on oxidation reactions and at the use of chiral NHC-based catalysts. This compilation is rounded out by means of an introductory bankruptcy and a bankruptcy facing man made routes to NHC steel complexes. using NHC as ligands in catalysis has reached a definite point of adulthood and this publication permits the reader to get a balanced view of this more and more very important ligand type.
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Additional info for N-Heterocyclic Carbenes in Transition Metal Catalysis (Topics in Organometallic Chemistry, Volume 21)
Sample text
23 23 24 3 N-Heterocyclic Carbenes as Ligands in Fundamental Transition-Metal Oxidation Chemistry . . 1 N-Heterocyclic Carbenes for the Stabilization of High-Oxidation-State Metals . . . . . . 1 Palladium . . . . . . . . . . . . . . . . . . 2 First-Row Transition Metals: Co, Ni and Cu . . . . . . . . . 25 . . 25 27 28 30 . . . . 5 Oxidation Reactions Catalyzed by NHC-Coordinated Metal Oppenauer-Type Alcohol Oxidation . . . . . . . Palladium-Catalyzed Aerobic Alcohol Oxidation .
48 S. P. Nolan Abstract N-heterocyclic carbenes (NHCs) have attracted increasing attention since their discovery. Notably, they have allowed for major advances in palladium-catalyzed reactions. Mainly known for their application in cross-coupling reactions, this review intends to provide a broader overview of (NHC)-palladium systems in organic transformations.
For the readers’ convenience, the structures of the most commonly employed carbene ligands are presented in Fig. 1. Fig. 1 Structure of N-heterocyclic carbene ligands 50 S. P. Nolan 2 Allylic Alkylation Since its discovery by Tsuji [15, 16] and catalytic expansion by Hata [17] and Atkins [18], allylic substitution has become the most popular palladiumcatalyzed method for carbon–carbon bond formation along with crosscoupling reactions. However, the first report using NHC in this transformation only appeared recently [19].
N-Heterocyclic Carbenes in Transition Metal Catalysis (Topics in Organometallic Chemistry, Volume 21) by Frank Glorius
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