Recent Applications of Palladium‐Catalyzed Coupling Reactions in the Pharmaceutical, Agrochemical, and Fine Chemical Industries

Torborg, C.; Beller, Matthias

doi:10.1002/adsc.200900587

Cited by 1,323 publications

(616 citation statements)

References 200 publications

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“…Cross-coupling reactions permitting the creation of carbon-carbon bonds using palladium as catalyst are amongst the most important and have found numerous applications in the pharmaceutical industry 270 and the synthesis of natural products and liquid crystals. 271 A more recent burgeoning area of transition metal mediated transformations has focus on the use of gold in catalysis.…”

Section: A Path For Assembling Nhc-transition Metal Complexesmentioning

confidence: 99%

Polymer precursors from catalytic reactions of natural oils

et al. 2012

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Dimethyl 1,19-nonadecanedioate is produced from the methoxycarbonylation of commercial olive, rapeseed or sunflower oils in the presence of a catalyst derived from [Pd 2 (dba) 3 ], bis(ditertiarybutylphosphinomethyl)benzene (BDTBPMB) and methanesulphonic acid (MSA). The diester is then hydrogenated to 1,19-nonadecanediol using Ru/1,1,1-tris-(diphenylphosphinemethyl)ethane (triphos). 1,19-Nonadecadienoic acid is hydrogenated to short chain oligoesters, which can themselves be hydrogenated to 1,19-nonadecanol by hydrogenation in the presence of water.

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Section: A Path For Assembling Nhc-transition Metal Complexesmentioning

confidence: 99%

Polymer precursors from catalytic reactions of natural oils

et al. 2012

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“…This approach has been applied in several processes, both in industry and academia. 14 Due to its importance and large applicability, finding a sustainable way to carry out these reactions is a matter to be urgently addressed.…”

Section: Introductionmentioning

confidence: 99%

NCN–Pincer–Pd Complex as Catalyst for the Hiyama Reaction in Biomass-Derived Solvents

Marset

Gea

Guillena

et al. 2018

ACS Sustainable Chem. Eng.

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A NCN-pincer-Pd complex have been synthetized and applied to Hiyama-type cross-coupling reactions between aryl halides and different types of organosilanes using neoteric solvents. This report constitutes a green approach to cross-coupling reactions since the reagents employed are stable and non-toxic. The solvents used (Deep Eutectic Solvents based on choline chloride or glycerol) are also biodegradable, non-toxic, non-flammable and biorenewable. Furthermore, the catalytic system can be recycled, allowing to perform the reaction for at least three cycles without adding more catalyst or solvent, increasing the value of the process from an economical and environmental point of view. The effect of these solvents on the catalytic activity has been studied. Finally, a gram-scale reaction has also been tested affording biaryl products in high yields and purity by a simple liquid-liquid extraction, without the need of aqueous work-up or chromatographic steps, proving the applicability of this approach in a sustainable industrial scale.

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“…1 This reaction plays an important industrial-scale role for the production of natural products, pharmaceuticals, and agrochemicals. [2][3][4] Typically, Suzuki coupling is performed in an organic solvent using homogeneous catalysts that are designed to generate exclusively the hetero-coupled biaryl product. The C-C coupled products are obtained by the treatment of an aryl halide with an organoborane in the presence of a suitable base (Scheme 1).…”

Section: Introductionmentioning

confidence: 99%