Dicyclohexylphosphino cyrhetrene: Synthesis, characterization and catalytic evaluation toward Suzuki-Miyaura cross-coupling reaction of aryl bromides and chlorides

Sierra, Diego; Brito, Germán; Fuentealba, Mauricio; Klahn, A. Hugo

doi:10.1016/j.inoche.2017.12.010

Cited by 5 publications

(1 citation statement)

References 19 publications

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“…These reactions provide new roads for design and preparation of drug substances . For example, the cross‐coupling reactions are considered as key steps in production of Losartan®, Zyprexa, Singulair, (+)‐Dynemicin, Morphine and Paclitaxel . The importance of scientific advances associated with cross‐coupling was demonstrated by awarding Richard F. Heck, Ei‐ichi Negishi and Akira Suzuki the Nobel Prize in chemistry in 2010 for the development of palladium‐catalyzed cross coupling …”

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confidence: 99%

A new strategy to design a graphene oxide supported palladium complex as a new heterogeneous nanocatalyst and application in carbon–carbon and carbon‐heteroatom cross‐coupling reactions

Bahrami

Targhan

2019

Applied Organom Chemis

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The palladium nanoparticles were successfully stabilized with an average diameter of 6–7 nm through the coordination of palladium and terpyridine‐based ligands grafted on graphene oxide surface. The graphene oxide supported palladium nanoparticles were thoroughly characterized and applied as an efficient heterogeneous catalyst in carbon–carbon (Suzuki‐Miyaura, Mizoroki‐Heck coupling reactions) and carbon–heteroatom (C‐N and C‐O) bond‐forming reactions. The catalyst was simply recycled from the reaction mixture and was reused consecutive four times with small drop in catalytic activity.

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Section: Introductionmentioning

confidence: 99%

A new strategy to design a graphene oxide supported palladium complex as a new heterogeneous nanocatalyst and application in carbon–carbon and carbon‐heteroatom cross‐coupling reactions

Bahrami

Targhan

2019

Applied Organom Chemis

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SingaCycle^TM‐A1‐Catalyzed Successive Suzuki‐Miyaura and Buchwald Couplings for the Synthesis of Various New Pyridine Analogues

Gokanapalli

Reddy

2018

ChemistrySelect

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A new diversified, rapid and easily accessible, N‐heterocyclic carbene based palladacycle, SingaCycleTM‐A1 exploited for the cross coupling reactions on heterocyclic amines. This Pd‐NHC catalyst is considered to be merely stable and takes part in dynamic conversion of various organic functionalities. Herein, we report its first time use in the synthesis of C‐ and N‐ diaryl/ heteroaryl pyridine analogues from the less active parent 5‐bromopyridine‐2‐amine via sequential Suzuki‐Miyaura and Buchwald couplings. Surprisingly, both the coupling reactions proceed very smoothly and efficiently under mild reaction conditions in green solvent system (ethanol:water) at a faster rate. Moreover 1 mol% of the catalyst is sufficient to proceed the reactions and obtain comparatively better results.

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Palladium Nanoparticles Immobilized on Schiff Base‐Functionalized Graphene‐Oxide: Application in Carbon‐Carbon Cross‐Coupling Reactions

et al. 2019

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Palladium nanoparticles immobilized on Schiff base-functionalized graphene-oxide (GOÀ Pd) has been synthesized and characterized by FT-IR, Raman, PXRD, UV-Visible, TGA, XPS, FE-SEM, TEM, EDAX, Elemental mapping, BET, AAS and ICP MS analysis. The GOÀ Pd showed promising catalytic activity for the Suzuki-Miyaura, Hiyama and Heck-Mizoroki coupling reactions with higher yields (up to 95%). GOÀ Pd can be easily filtered out from the reaction mixture and reused up to six times without significant loss of catalytic activity. All of the synthetic products obtained were fully characterized from their spectral data.

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Dicyclohexylphosphino cyrhetrene: Synthesis, characterization and catalytic evaluation toward Suzuki-Miyaura cross-coupling reaction of aryl bromides and chlorides

Cited by 5 publications

References 19 publications

A new strategy to design a graphene oxide supported palladium complex as a new heterogeneous nanocatalyst and application in carbon–carbon and carbon‐heteroatom cross‐coupling reactions

A new strategy to design a graphene oxide supported palladium complex as a new heterogeneous nanocatalyst and application in carbon–carbon and carbon‐heteroatom cross‐coupling reactions

SingaCycle^TM‐A1‐Catalyzed Successive Suzuki‐Miyaura and Buchwald Couplings for the Synthesis of Various New Pyridine Analogues

Palladium Nanoparticles Immobilized on Schiff Base‐Functionalized Graphene‐Oxide: Application in Carbon‐Carbon Cross‐Coupling Reactions

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Dicyclohexylphosphino cyrhetrene: Synthesis, characterization and catalytic evaluation toward Suzuki-Miyaura cross-coupling reaction of aryl bromides and chlorides

Cited by 5 publications

References 19 publications

A new strategy to design a graphene oxide supported palladium complex as a new heterogeneous nanocatalyst and application in carbon–carbon and carbon‐heteroatom cross‐coupling reactions

A new strategy to design a graphene oxide supported palladium complex as a new heterogeneous nanocatalyst and application in carbon–carbon and carbon‐heteroatom cross‐coupling reactions

SingaCycleTM‐A1‐Catalyzed Successive Suzuki‐Miyaura and Buchwald Couplings for the Synthesis of Various New Pyridine Analogues

Palladium Nanoparticles Immobilized on Schiff Base‐Functionalized Graphene‐Oxide: Application in Carbon‐Carbon Cross‐Coupling Reactions

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SingaCycle^TM‐A1‐Catalyzed Successive Suzuki‐Miyaura and Buchwald Couplings for the Synthesis of Various New Pyridine Analogues