ChemInform Abstract: Palladium Catalyzed Reactions in Industry. Part 1. Tandem Diazotization Heck Reactions: A General Synthesis of Substituted Styrenes from Anilines.

Palladium-catalyzed bond-forming reactions, such as the Suzuki–Miyaura and Mizoroki–Heck reactions, are some of the most broadly utilized reactions within the chemical industry. These reactions frequently employ hazardous solvents; however, to adhere to increasing sustainability pressures and restrictions regarding the use of such solvents, alternatives are highly sought after. Here we demonstrate the utility of dimethyl isosorbide (DMI) as a bio-derived solvent in several benchmark Pd-catalyzed reactions: Suzuki–Miyaura (13 examples, 62–100% yield), Mizoroki–Heck (13 examples, 47–91% yield), and Sonogashira (12 examples, 65–98% yield).

Download Full-text

ChemInform Abstract: Palladium Catalyzed Reactions in Industry. Part 2. First Heck Reactions of Aryldiazonium Salts Using Heterogeneous Catalysts.

ChemInform ◽

10.1002/chin.199539084 ◽

2010 ◽

Vol 26 (39) ◽

pp. no-no

Author(s):

M. BELLER ◽

K. KUEHLEIN

Keyword(s):

Heterogeneous Catalysts ◽

Heck Reactions ◽

Palladium Catalyzed ◽

Catalyzed Reactions

Download Full-text

Palladium chemistry in recent porphyrin research

Journal of Porphyrins and Phthalocyanines ◽

10.1142/s1088424604000088 ◽

2004 ◽

Vol 08 (01) ◽

pp. 93-102 ◽

Cited By ~ 36

Author(s):

Jun-ichiro Setsune

Keyword(s):

Supramolecular Assembly ◽

Molecular Size ◽

Sonogashira Coupling ◽

Stille Coupling ◽

Heck Reactions ◽

Nano Scale ◽

Recent Developments ◽

Palladium Catalyzed ◽

Palladium Chemistry ◽

Catalyzed Reactions

Palladium-catalyzed reactions such as Sonogashira coupling, Suzuki coupling, Stille coupling, Heck reactions, and Glaser-Hey oxidation were used to construct porphyrin modules of nano-scale molecular size in recent years. Recent developments in the supramolecular assembly of porphyrins and Pd (II) and in the organopalladium complexes of various porphyrins are also summarized.

Download Full-text

Aryl-Decarboxylation Reactions Catalyzed by Palladium: Scope and Mechanism

Synthesis ◽

10.1055/s-0039-1690769 ◽

2019 ◽

Vol 52 (03) ◽

pp. 365-377 ◽

Cited By ~ 4

Author(s):

Ryan A. Daley ◽

Joseph J. Topczewski

Keyword(s):

Carboxylic Acids ◽

Boronic Acid ◽

Cross Coupling ◽

Coupling Reactions ◽

Heck Reactions ◽

Cross Coupling Reactions ◽

Related Family ◽

Organometallic Precursor ◽

Palladium Catalyzed ◽

Catalyzed Reactions

Palladium-catalyzed cross-couplings and related reactions have enabled many transformations essential to the synthesis of pharmaceuticals, agrochemicals, and organic materials. A related family of reactions that have received less attention are decarboxylative functionalization reactions. These reactions replace the preformed organometallic precursor (e.g., boronic acid or organostannane) with inexpensive and readily available carboxylic acids for many palladium-catalyzed reactions. This review focuses on catalyzed reactions where the elementary decarboxylation step is thought to occur at a palladium center. This review does not include decarboxylative reactions where decarboxylation is thought to be facilitated by a second metal (copper or silver) and is specifically limited to (hetero)arenecarboxylic acids. This review includes a discussion of oxidative Heck reactions, protodecarboxylation reactions, and cross-coupling reactions among others.1 Introduction2 Oxidative Heck Reactions3 Protodecarboxylation Reactions4 Cross-Coupling Reactions5 Other Reactions6 Conclusion

Download Full-text