scholarly journals Highly active iridium(i) complexes for catalytic hydrogen isotope exchange

2008 ◽  
pp. 1115 ◽  
Author(s):  
Jack A. Brown ◽  
Stephanie Irvine ◽  
Alan R. Kennedy ◽  
William J. Kerr ◽  
Shalini Andersson ◽  
...  
Keyword(s):  
Hydrogen Isotope ◽  
Isotope Exchange ◽  
Hydrogen Isotope Exchange ◽  
Highly Active ◽  
Catalytic Hydrogen

scholarly journals Inside Cover: The Synthesis of Highly Active Iridium(I) Complexes and their Application in Catalytic Hydrogen Isotope Exchange (Adv. Synth. Catal. 17/2014)

2014 ◽  
Vol 356 (17) ◽  
pp. 3474-3474
Author(s):  
Jack A. Brown ◽  
Alison R. Cochrane ◽  
Stephanie Irvine ◽  
William J. Kerr ◽  
Bhaskar Mondal ◽  
...  
Keyword(s):  
Hydrogen Isotope ◽  
Isotope Exchange ◽  
Hydrogen Isotope Exchange ◽  
Highly Active ◽  
Catalytic Hydrogen

ChemInform Abstract: Highly Active Iridium(I) Complexes for Catalytic Hydrogen Isotope Exchange.

ChemInform ◽  
2008 ◽  
Vol 39 (27) ◽  
Author(s):  
Jack A. Brown ◽  
Stephanie Irvine ◽  
Alan R. Kennedy ◽  
William J. Kerr ◽  
Shalini Andersson ◽  
...  
Keyword(s):  
Hydrogen Isotope ◽  
Isotope Exchange ◽  
Hydrogen Isotope Exchange ◽  
Highly Active ◽  
Catalytic Hydrogen

scholarly journals The Synthesis of Highly Active Iridium(I) Complexes and their Application in Catalytic Hydrogen Isotope Exchange

2014 ◽  
Vol 356 (17) ◽  
pp. 3551-3562 ◽  
Author(s):  
Jack A. Brown ◽  
Alison R. Cochrane ◽  
Stephanie Irvine ◽  
William J. Kerr ◽  
Bhaskar Mondal ◽  
...  
Keyword(s):  
Hydrogen Isotope ◽  
Isotope Exchange ◽  
Hydrogen Isotope Exchange ◽  
Highly Active ◽  
Catalytic Hydrogen

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 Hydrogen isotope exchange with highly active iridium(I) NHC/phosphine complexes: a comparative counterion study

2016 ◽  
Vol 59 (14) ◽  
pp. 601-603 ◽  
Author(s):  
William J. Kerr ◽  
Richard J. Mudd ◽  
Philippa K. Owens ◽  
Marc Reid ◽  
Jack A. Brown ◽  
...  
Keyword(s):  
Hydrogen Isotope ◽  
Isotope Exchange ◽  
Hydrogen Isotope Exchange ◽  
Phosphine Complexes ◽  
Highly Active

Catalytic Hydrogen Isotope Exchange Reactions in Late-Stage Functionalization

Synlett ◽  
2021 ◽  
Author(s):  
Hang Shi ◽  
Qi-Kai Kang
Keyword(s):  
Transition Metal ◽  
Late Stage ◽  
Hydrogen Isotope ◽  
Isotope Exchange ◽  
Exchange Reactions ◽  
Complex Molecules ◽  
Hydrogen Isotope Exchange ◽  
Catalytic Hydrogen ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed

AbstractThe introduction of deuterium and tritium into molecules is of great importance in drug discovery. Many attempts have been made to develop late-stage hydrogen isotope exchange (HIE) reactions to avoid multistep syntheses using commercially available labeled precursors. In this review, we summarize recent progress in catalytic HIE reactions, with our main focus on their applications in the late-stage labeling of bioactive complex molecules and pharmaceuticals1 Introduction2 Non-Transition-Metal-Catalyzed Hydrogen Isotope Exchange2.1 Organocatalysis2.2 Photoredox Catalysis3 Transition-Metal-Catalyzed Hydrogen Isotope Exchang3.1 Palladium3.2 Ruthenium3.3 Iridium3.4 Other Metals4 Summary

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 Are rate and selectivity correlated in iridium-catalysed hydrogen isotope exchange reactions?

2021 ◽  
Author(s):  
Daria S. Timofeeva ◽  
David M Lindsay ◽  
W. J. Kerr ◽  
David James Nelson
Keyword(s):  
Functional Groups ◽  
Hydrogen Isotope ◽  
Isotope Exchange ◽  
Reaction Rate ◽  
Exchange Reactions ◽  
Reaction Selectivity ◽  
Hydrogen Isotope Exchange ◽  
The Relationship

Herein we examine the relationship between reaction rate and reaction selectivity in iridium-catalysed hydrogen isotope exchange (HIE) reactions directed by Lewis basic functional groups. We have recently develped a directing...

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