The Heck reaction as a sharpening stone of palladium catalysis

IP Beletskaya, AV Cheprakov - Chemical Reviews, 2000 - ACS Publications
Palladium catalysis has achieved the status of an indispensable tool for both common and
state-of-theart organic synthesis. Among basic types of palladium-catalyzed transformations …

The asymmetric intramolecular Heck reaction in natural product total synthesis

AB Dounay, LE Overman - Chemical reviews, 2003 - ACS Publications
The Pd (0)-catalyzed vinylation of aryl halides was first reported over 30 years ago in
independent studies by Mizoroki and Heck. 1 The transformation that has come to be known …

Anionic Pd (0) and Pd (II) intermediates in palladium-catalyzed Heck and cross-coupling reactions

C Amatore, A Jutand - Accounts of Chemical Research, 2000 - ACS Publications
The anions of PdCl2L2 and Pd (OAc) 2, precursors of palladium (0) used in cross-coupling
and Heck reactions, play a crucial role in these reactions. Tricoordinated anionic complexes …

Ligand bite angle effects in metal-catalyzed C− C bond formation

PWNM van Leeuwen, PCJ Kamer, JNH Reek… - Chemical …, 2000 - ACS Publications
This review will summarize the effect of the bite angle (Figure 1) of bidentate ligands on the
catalytic formation of carbon-to-carbon bonds. In the past decade, considerable progress …

The mechanisms of the Stille reaction

P Espinet, AM Echavarren - Angewandte Chemie International …, 2004 - Wiley Online Library
Eighteen years ago in Angewandte Chemie John K. Stille reviewed a novel methodology,
which eventually became known by his name, for the coupling of organostannanes with …

Pre-transmetalation intermediates in the Suzuki-Miyaura reaction revealed: The missing link

AA Thomas, SE Denmark - Science, 2016 - science.org
Despite the widespread application of Suzuki-Miyaura cross-coupling to forge carbon-
carbon bonds, the structure of the reactive intermediates underlying the key transmetalation …

Kinetic Data for the Transmetalation/Reductive Elimination in Palladium‐Catalyzed Suzuki–Miyaura Reactions: Unexpected Triple Role of Hydroxide Ions Used as …

C Amatore, A Jutand, G Le Duc - Chemistry–A European …, 2011 - Wiley Online Library
The mechanism of the reaction of trans‐[ArPdX (PPh3) 2](Ar= p‐Z‐C6H4; Z= CN, F, H; X= I,
Br, Cl) with Ar′ B (OH) 2 (Ar′= p‐Z′‐C6H4; Z′= CN, H, OMe) has been established in …

Mechanistic and kinetic studies of palladium catalytic systems

C Amatore, A Jutand - Journal of organometallic chemistry, 1999 - Elsevier
It is established that new reactive anionic palladium (0) complexes species are formed in
which palladium (0) is ligated by either chloride ions: Pd (0)(PPh3) 2Cl−(when generated by …

Contribution of electrochemistry to organometallic catalysis

A Jutand - Chemical reviews, 2008 - ACS Publications
Many reactions are nowadays catalyzed by a transition metal, which not only accelerates the
reactions but allows, via its ligand (s), a fine control of the chemo-, regio-, and …

Variations on a theme—recent developments on the mechanism of the Heck reaction and their implications for synthesis

GT Crisp - Chemical Society Reviews, 1998 - pubs.rsc.org
The Heck reaction has been used extensively over the past 30 years for the elaboration of
alkenes. Although many examples have been published in the literature it is only in the last …