Selective hydration of nitriles to amides catalysed by PCP pincer supported nickel(ii) complexes

2015 ◽  
Vol 44 (27) ◽  
pp. 12082-12085 ◽  
Author(s):  
J. Borau-Garcia ◽  
D. V. Gutsulyak ◽  
R. J. Burford ◽  
W. E. Piers
Keyword(s):  
Pincer Ligand ◽  
Mild Conditions ◽  
Pcp Pincer

Nickel(ii) hydroxo compounds supported by an electron rich PCP pincer ligand are active catalysts for the selective hydration of a variety of nitriles at low catalyst loadings and mild conditions.

scholarly journals H/D Exchange Under Mild Conditions in Arenes and Unactivated Alkanes with C6D6 and D2O Using Rigid, Electron-rich Iridium PCP Pincer Complexes

2020 ◽  
Author(s):  
Joel D. Smith ◽  
George Durrant ◽  
Daniel Ess ◽  
Warren Piers
Keyword(s):  
Hydrogen Isotope ◽  
Isotope Exchange ◽  
Room Temperature ◽  
Pincer Complexes ◽  
Synthesis And Characterization ◽  
Hydrogen Isotope Exchange ◽  
Mild Conditions ◽  
Highly Active ◽  
Pcp Pincer

<div>The synthesis and characterization of an iridium polyhydride complex (Ir-H4)</div><div>supported by an electron-rich PCP framework is described. This complex readily loses molecular</div><div>hydrogen allowing for rapid room temperature hydrogen isotope exchange (HIE) at the hydridic</div><div>positions and the α-C-H site of the ligand with deuterated solvents such as benzene-d6, toluene-d8</div><div>and THF-d8. The removal of 1-2 equivalents of molecular H2 forms unsaturated iridium carbene</div><div>trihydride (Ir-H3) or monohydride (Ir-H) compounds that are able to create further unsaturation</div><div>by reversibly transferring a hydride to the ligand carbene carbon. These species are highly active</div><div>hydrogen isotope exchange (HIE) catalysts using C6D6 or D2O as deuterium sources for the</div><div>deuteration of a variety of substrates. By modifying conditions to influence the Ir-Hn speciation,</div><div>deuteration levels can range from near exhaustive to selective only for sterically accessible sites.</div><div>Preparative level deuterations of select substrates were performed allowing for procurement of</div><div>>95% deuterated compounds in excellent isolated yields; the catalyst can be regenerated by</div><div>treatment of residues with H2 and is still active for further reactions.</div>

scholarly journals Nickel-catalyzed deaminative Sonogashira coupling of alkylpyridinium salts enabled by NN2 pincer ligand

2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Xingjie Zhang ◽  
Di Qi ◽  
Chenchen Jiao ◽  
Xiaopan Liu ◽  
Guisheng Zhang
Keyword(s):  
Functional Group ◽  
High Efficiency ◽  
Materials Science ◽  
Alkylating Agents ◽  
Sonogashira Coupling ◽  
Pincer Ligand ◽  
One Pot ◽  
Mild Conditions ◽  
Alkyl Amines ◽  
Sonogashira Reactions

AbstractAlkynes are amongst the most valuable functional groups in organic chemistry and widely used in chemical biology, pharmacy, and materials science. However, the preparation of alkyl-substituted alkynes still remains elusive. Here, we show a nickel-catalyzed deaminative Sonogashira coupling of alkylpyridinium salts. Key to the success of this coupling is the development of an easily accessible and bench-stable amide-type pincer ligand. This ligand allows naturally abundant alkyl amines as alkylating agents in Sonogashira reactions, and produces diverse alkynes in excellent yields under mild conditions. Salient merits of this chemistry include broad substrate scope and functional group tolerance, gram-scale synthesis, one-pot transformation, versatile late-stage derivatizations as well as the use of inexpensive pre-catalyst and readily available substrates. The high efficiency and strong practicability bode well for the widespread applications of this strategy in constructing functional molecules, materials, and fine chemicals.

A hexanuclear iridium complex with a novel binding mode of a PCP–pincer ligand

2004 ◽  
Vol 357 (10) ◽  
pp. 3014-3018 ◽  
Author(s):  
Xiawei Zhang ◽  
Thomas J Emge ◽  
Alan S Goldman
Keyword(s):  
Binding Mode ◽  
Iridium Complex ◽  
Pincer Ligand ◽  
Pcp Pincer

m-Terphenyl Anchored Palladium Diphosphinite PCP-Pincer Complexes That Promote the Suzuki−Miyaura Reaction Under Mild Conditions

2009 ◽  
Vol 28 (1) ◽  
pp. 188-196 ◽  
Author(s):  
Mark C. Lipke ◽  
Robert A. Woloszynek ◽  
Liqing Ma ◽  
John D. Protasiewicz
Keyword(s):  
Pincer Complexes ◽  
Mild Conditions ◽  
Pcp Pincer

scholarly journals A Ruthenium(II) Complex Stabilized by a Highly Fluorinated PCP Pincer Ligand

2005 ◽  
Vol 24 (19) ◽  
pp. 4553-4557 ◽  
Author(s):  
Marcella Gagliardo ◽  
Preston A. Chase ◽  
Martin Lutz ◽  
Anthony L. Spek ◽  
Frantisek Hartl ◽  
...  
Keyword(s):  
Pincer Ligand ◽  
Pcp Pincer

scholarly journals Crystal structure of an iridium(III) complex of the [C(dppm)2] PCP pincer ligand system and its conjugate CH acid form

2018 ◽  
Vol 74 (5) ◽  
pp. 620-624 ◽  
Author(s):  
Christian Reitsamer ◽  
Inge Schlapp-Hackl ◽  
Gabriel Partl ◽  
Walter Schuh ◽  
Holger Kopacka ◽  
...  
Keyword(s):  
Carbon Atom ◽  
Iridium Complexes ◽  
Pincer Ligand ◽  
Single Crystal Diffraction ◽  
Dalton Trans ◽  
Ligand System ◽  
Distorted Octahedral ◽  
Major Interest ◽  
Carbonyl Bond ◽  
Pcp Pincer

After the successful creation of the newly designed PCP carbodiphosphorane (CDP) ligand [Reitsamer et al. (2012). Dalton Trans. 41, 3503–3514; Stallinger et al. (2007). Chem. Commun. pp. 510–512], the treatment of this PCP pincer system with the transition metal iridium and further the analysis of the structures by single-crystal diffraction and by NMR spectroscopy were of major interest. Two different iridium complexes, namely (bis{[(diphenylphosphanyl)methyl]diphenylphosphanylidene}methane-κ3 P,C,P′)carbonylchloridohydridoiridium(III) chloride dichloromethane trisolvate, [IrIII(CO){C(dppm)2-κ3 P,C,P′}ClH]Cl·3CH2Cl2 (1) and the closely related (bis{[(diphenylphosphanyl)methyl]diphenylphosphanylidene}methanide(1+)-κ3 P,C,P′)carbonylchloridohydridoiridium(III) dichloride–hydrochloric acid–water (1/2/5.5), [IrIII(CO){CH(dppm)2-κ3 P,C,P′)ClH]Cl}2 (2), have been designed and both complexes show a slightly distorted octahedral coordinated IrIII centre. The PCP pincer ligand system is arranged in a meridional manner, the CO ligand is located trans to the central PCP carbon and a hydride and chloride are located perpendicular above and below the P2C2 plane. With an Ir—CCDP distance of 2.157 (5) Å, an Ir—CO distance of 1.891 (6) Å and a quite short C—O distance of 1.117 (7) Å, complex 1 presents a strong carbonyl bond. Complex 2, the corresponding CH acid of 1, shows an additionally attached proton at the carbodiphosphorane carbon atom located antiperiplanar to the hydride of the metal centre. In comparison with complex 1, the Ir—CCDP distance of 2.207 (3) Å is lengthened and the Ir—C—O values indicate a weaker trans influence of the central carbodiphosphorane carbon atom.

scholarly journals A PCP Pincer Ligand for Coordination Polymers with Versatile Chemical Reactivity: Selective Activation of CO2 Gas over CO Gas in the Solid State

2016 ◽  
Vol 128 (40) ◽  
pp. 12539-12543 ◽  
Author(s):  
Junpeng He ◽  
Nolan W. Waggoner ◽  
Samuel G. Dunning ◽  
Alexander Steiner ◽  
Vincent M. Lynch ◽  
...  
Keyword(s):  
Solid State ◽  
Coordination Polymers ◽  
Chemical Reactivity ◽  
Pincer Ligand ◽  
Selective Activation ◽  
Co2 Gas ◽  
Pcp Pincer ◽  
Co Gas

Synthesis and Molecular Structure of a Perfluoroalkyl Complex of Platinum Containing a PCP Pincer Ligand

2001 ◽  
Vol 20 (22) ◽  
pp. 4741-4744 ◽  
Author(s):  
Russell P. Hughes ◽  
Alex Williamson ◽  
Christopher D. Incarvito ◽  
Arnold L. Rheingold
Keyword(s):  
Molecular Structure ◽  
Pincer Ligand ◽  
Pcp Pincer

Synthesis and reactivity of a ferrocene-derived PCP-pincer ligand

2002 ◽  
pp. 308-309 ◽  
Author(s):  
Edward J. Farrington ◽  
Eloisa Martinez Viviente ◽  
B. Scott Williams ◽  
Gerard van Koten ◽  
John M. Brown
Keyword(s):  
Pincer Ligand ◽  
Pcp Pincer
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