Facile tandem Suzuki coupling/transfer hydrogenation reaction with a bis-heteroscorpionate Pd–Ru complex

Dehury, Niranjan; Tripathy, Suman Kumar; Sahoo, Anupam; Maity, Niladri; Patra, Srikanta

doi:10.1039/c4dt02465f

Cited by 24 publications

(19 citation statements)

References 28 publications

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“…These findings may suggest that in alcoholic media and at high alkoxide concentrations (NaOiPr, KOtBu), complex 3 mainly catalyzes dehalogenation and further TH reactions, in accordance with other bimetallic Pd-Ru systems [5,6,10,16,17]. Conversely, when the alkoxide Reaction conditions: Ketone (1 mmol), NaOiPr (0.05 mmol, 5 mol%), 3 (0.05 mol%) or 1 (0.1 mol%), 2-propanol (10 mL), 100°C.…”

Section: Resultssupporting

confidence: 60%

“…For the Suzuki-Miyaura/transfer hydrogenation transformation entailing C-C and C-H bond forming reactions, catalysts are mainly based on heterogeneous systems [4,10] and enzymes [11][12][13][14][15]. By contrast, homogeneous bimetallic catalysts for this tandem reaction are less common [3,5,16,17], and some of them display higher activity compared to the combination of the single monometallic species [5,17]. Therefore, the design of novel heterobimetallic complexes based on suitable ligands is crucial to achieve more efficient catalysts for tandem reactions.…”

Section: Introductionmentioning

confidence: 97%

“…Bimetallic systems have become the subject of current research as they are expected to induce cooperative effects among the involved metals [3][4][5][6][7][8][9]. For the Suzuki-Miyaura/transfer hydrogenation transformation entailing C-C and C-H bond forming reactions, catalysts are mainly based on heterogeneous systems [4,10] and enzymes [11][12][13][14][15].…”

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Tandem Suzuki–Miyaura/transfer hydrogenation reaction catalyzed by a Pd–Ru complex bearing an anionic dicarbene

Bitzer

Kühn

Baratta

2016

Journal of Catalysis

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Section: Resultssupporting

confidence: 60%

Section: Introductionmentioning

confidence: 97%

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Tandem Suzuki–Miyaura/transfer hydrogenation reaction catalyzed by a Pd–Ru complex bearing an anionic dicarbene

Bitzer

Kühn

Baratta

2016

Journal of Catalysis

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“…The same authors expanded the use of bis‐heteroscorpionate ligand IVc to obtain homometallic dipalladium(II) complex [(PdCl 2 ) 2 (µ‐ IVc )] ( 111 ), and also the heterometallic Ru‐Pd derivative [{( p ‐cym)RuCl}(µ‐ IVa )PdCl 2 ](ClO 4 ) ( 112 ). The formation of the heterodimetallic complex was confirmed by X‐ray diffraction studies, which showed that the palladium centre has a distorted square‐planar geometry and the ruthenium a piano‐stool geometry.…”

Section: Ligands Of Type IV and Vmentioning

confidence: 99%

Bis(pyrazol‐1‐yl)(pyridin‐x‐yl)methane Ligands – Mono‐ or Ditopic Ligands in Complexes and Supramolecular Frameworks

et al. 2016

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Bis(pyrazol-1-yl)(pyridin-x-yl)methane ligands give rise to a rich variety of complexes with a wide range of transition metals. The derivatives with x = 2 act as monotopic and tripodal ligands. In the cases of ligands with x = 3 or 4, tripodal coordination is no longer possible and they generally behave as ditopic ligands that bridge two metal centres in cyclic dimers and trinuclear or polymeric species. The metal geometry has a clear influence on the type of compound formed. Ligands with [a] Universidad de the group of Professor Bruno Chaudret, in the field of nonclassical hydrides of Ru. He has been full Professor at the University of Castilla-La Mancha since 2003. Currently he is co-leader of the Applied Coordination Chemistry group in the UCLM together with Professor Blanca R. Manzano. He has co-authored more than 100 publications and three book chapters. His research topics include homogeneous catalysis and supramolecular and medicinal chemistry. The polypyrazolylmethane and polypyrazolylborate derivatives have been and are being used as ligands in all of these research fields of interest. Dr. M a Carmen Carrión obtained her BSc (1999) and PhD (2004) from the University of Castilla-La Mancha, under the supervision of Profs. F. Jalón and B. R. Manzano. From 2005 to 2007 she held a postdoctoral fellowship at the University of St. Andrews in the group of Professor D. Cole-Hamilton. She returned to the University of Castilla-La Mancha as a "Juan de la Cierva" postdoctoral researcher (2007) and since 2010 she has held an INCRECYT contract. Her current work is mainly focused on the synthesis of supramolecular entities for gas-storage or catalytic uses, the photocatalytic production of hydrogen from water by use of transition metals, and the synthesis of organometallic drugs for the interaction with the G-quadruplex structure of DNA. Gema Durá was born in Alicante, Spain. She received her BSc (2008) from the University of Castilla-La Mancha. She obtained her Ph.D. in 2014 under the supervision of Profs. Felix Jalon and M. Carmen Carrion at the same university, with a FPU studentship, working on the supramolecular chemistry and synthesis of metal-organic frameworks (MOFs). In 2011 she spent three months working on MOF chemistry in Schröder's group in Nottingham, England. In 2014 she was awarded a postdoctoral fellowship funded by the Junta de Castilla-La Mancha (JCLM) to join the group of Michael North in GCCE at the University of York, working with carbonaceous materials as CO 2 capture agents. Since July 2015 she has been a member of the DAF Group (Newcastle University with David Fulton) as a postdoctoral researcher and is currently focused on developing new hydrogel materials based on polymeric proteins for applications in industry and medicine. 2273 Scheme 1. Structures of ligands I-V and the types of coordination found. Scheme 2. Different approaches to the synthesis of bis(pyrazol-1-yl)(pyridinx-yl)methane ligands. Ligands of Type IBis(pyrazolyl)methane ligands containing a pyridin-2-yl fragment in the central...

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“…Tetra(pyrazolyl)derivatives were successfully used for preparation of coordination polymers and molecular complexes [11][12][13][14][15]. In our preceding studies we have developed a synthetic procedure for the simplest bitopic tetra(pyrazolyl)derivative -1,1,2,2-tetra(pyrazol-1-yl)ethane [16] and determined the crystal structure of its copper(II) molecular complex [17].…”

Section: Introductionmentioning

confidence: 99%

Study of product composition of the reaction between 1,1,2,2-tetrabromoethane and imidazole or 1,2,4-triazole in a superbasic medium

Kluchenko

Kadirov

Kuznetsova

et al. 2015

Proceedings of the 19th International Electronic Conference on Synthetic Organic Chemistry

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Influence of reagent ratio on the composition of products of the reaction between 1,1,2,2-tetrabromoethane and imidazole or 1,2,4-triazole in a superbasic medium (potassium hydroxide -dimethyl sulfoxide) was investigated using GC/MS technique. It was found that nucleophilic substitution reaction is always accompanied by elimination reactions (dehydrobromination and debromination). In addition to 1,1,2,2-tetra(azol-1-yl)ethane, 1,1,2-tri(azol-1-yl)ethenes and 1,2-di(azol-1-yl)ethenes, as well as 1,2-di(azol-1-yl)-1-bromoethenes were detected. Reaction pathway that explains the formation of all major products was proposed.

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Facile tandem Suzuki coupling/transfer hydrogenation reaction with a bis-heteroscorpionate Pd–Ru complex

Abstract: Design and synthesis of the bis(pyrazol-1-yl)methane based bis-heteroscorpionate Pd-Ru complex results in efficient tandem Suzuki coupling/transfer hydrogenation reaction with a broad range of substrate reactivity.

Cited by 24 publications

References 28 publications

Tandem Suzuki–Miyaura/transfer hydrogenation reaction catalyzed by a Pd–Ru complex bearing an anionic dicarbene

Tandem Suzuki–Miyaura/transfer hydrogenation reaction catalyzed by a Pd–Ru complex bearing an anionic dicarbene

Bis(pyrazol‐1‐yl)(pyridin‐x‐yl)methane Ligands – Mono‐ or Ditopic Ligands in Complexes and Supramolecular Frameworks

Study of product composition of the reaction between 1,1,2,2-tetrabromoethane and imidazole or 1,2,4-triazole in a superbasic medium

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