Journal ArticleDOI
Synthesis of new chiral N-heterocyclic carbenes from naturally occurring podophyllotoxin and their application to asymmetric allylic alkylation
TLDR
Chiral N-heterocyclic carbenes (NHC) were synthesized from naturally occurring podophyllotoxin and their coordination with [(η3-allyl)Pd(Br)]2 was established by X-ray single crystal analysis.Abstract:
Chiral N-heterocyclic carbenes (NHC) were synthesized from naturally occurring podophyllotoxin. Their coordination with [(η3-allyl)Pd(Br)]2 afforded (NHC)Pd(allyl)Br complexes, whose structures were unambiguously established by X-ray single crystal analysis. These chiral NHC and NHC-Pd-allyl complexes were found to catalyze the substitution reaction of allylic compounds with high conversions and enantioselectivities (up to 87% ee).read more
Citations
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N-Heterocyclic Carbenes in Late Transition Metal Catalysis
Journal ArticleDOI
Natural products as leads to anticancer drugs.
TL;DR: Semisynthesis processes of new compounds, obtained by molecular modification of the functional groups of lead compounds, are able to generate structural analogues with greater pharmacological activity and with fewer side effects.
Activation and reactivity of (NHC)Pd(allyl)Cl (NHC = N-heterocyclic carbene) complexes
TL;DR: Mononuclear palladium-allyl complexes bearing one N-heterocyclic carbene (NHC) ligand have been synthesized in this article, which offer a straightforward entryway into a number of catalytic cycles by simple action of a base.
Journal ArticleDOI
Stereochemical and structural characteristics of single- and double-site Pd(II)–N-heterocyclic carbene complexes: Promising catalysts in organic syntheses ranging from CC coupling to olefin polymerizations
TL;DR: In this article, the authors discuss the principles underlying the design, synthesis, and catalytic application of mono-and binuclear Pd(II)-N-heterocyclic carbene (NHC) complexes.
Journal ArticleDOI
N-Heterocyclic carbenes: advances in transition metal-mediated transformations and organocatalysis
Hervé Clavier,Steven P. Nolan +1 more
TL;DR: A critical overview of recent developments in the use of N-heterocyclic carbenes (NHCs) with transition metals is provided in this article. But their performance and scope in catalysis is not discussed.
References
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N-heterocyclic carbenes: a new concept in organometallic catalysis.
TL;DR: N-Heterocyclic carbenes have become universal ligands in organometallic and inorganic coordination chemistry as mentioned in this paper, and they not only bind to any transition metal, be it in low or high oxidation states, but also to main group elements such as beryllium, sulfur, and iodine.
Journal ArticleDOI
The Development of L2X2RuCHR Olefin Metathesis Catalysts: An Organometallic Success Story
Tina M. Trnka,Robert H. Grubbs +1 more
TL;DR: The discussion includes an analysis of trends in catalyst activity, a description of catalysts coordinated with N-heterocyclic carbene ligands, and an overview of ongoing work to improve the activity, stability, and selectivity of this family of L2X2Ru=CHR complexes.
Journal ArticleDOI
Chiral N-heterocyclic carbenes as stereodirecting ligands in asymmetric catalysis
TL;DR: Two novel structural concepts have emerged during the past two years which have led literally to an explosion of the field of chiral NHC catalysts for stereoselective transformations in organic synthesis.
Journal ArticleDOI
Chiral N-heterocyclic carbene-transition metal complexes in asymmetric catalysis
Marc C. Perry,Kevin Burgess +1 more
TL;DR: In this paper, the synthesis and applications of chiral N-heterocyclic carbenes are reviewed and the common features of successful enantioselective catalysts are identified.
Journal ArticleDOI
Comparative investigation of ruthenium-based metathesis catalysts bearing N-heterocyclic carbene (NHC) ligands.
Alois Fürstner,Lutz Ackermann,Barbara Gabor,Richard Goddard,Christian W. Lehmann,Richard Mynott,Frank Stelzer,Oliver R. Thiel +7 more
TL;DR: From comparative studies it is deduced that no single catalyst is optimal for different types of applications, and the search for the most reactive catalyst for a specific transformation is facilitated by IR thermography allowing a rapid and semi-quantitative ranking among a given set of catalysts.