scholarly journals A quantitative empirical directing group scale for selectivity in iridium-catalysed hydrogen isotope exchange reactions

2020 ◽  
Vol 10 (21) ◽  
pp. 7249-7255
Author(s):  
Daria S. Timofeeva ◽  
David M. Lindsay ◽  
William J. Kerr ◽  
David J. Nelson
Keyword(s):  
Hydrogen Isotope ◽  
Isotope Exchange ◽  
Exchange Reactions ◽  
Hydrogen Isotope Exchange ◽  
Directing Group

Competition hydrogen isotope exchange (HIE) experiments are used to construct quantitative directing group scales for two catalysts; these can be used to predict the outcomes of HIE reactions of substrates with multiple directing groups.

scholarly journals Quantitative Prediction of Selectivity in Iridium-Catalysed Hydrogen Isotope Exchange Reactions

2020 ◽  
Author(s):  
Daria Timofeeva ◽  
David Lindsay ◽  
William Kerr ◽  
David Nelson
Keyword(s):  
Hydrogen Isotope ◽  
Isotope Exchange ◽  
Quantitative Prediction ◽  
Iridium Complexes ◽  
Exchange Reactions ◽  
Hydrogen Isotope Exchange ◽  
Wide Range ◽  
Directing Group ◽  
And Control

A pallette of commonly used directing groups, including various pharmaceutically relevant nitrogen-containing heterocycles, are quantitatively ranked based on the results of intermolecular hydrogen isotope exchange competition reactions using two iridium complexes: [Ir(COD)(IMes)(PPh3)][BArF24] and [IrCl(COD)(IMes)]. The directing group power scales that have been constructred from these data reveal a wide range of reactivity covering four orders of magnitude. Intramolecular competition experiments have demonstrated that the obtained reactivity scale provides accurate predictions of regioselectivity within molecules with multiple competing directing groups. This work contributes to our understanding and control of regioselectivity in metal-catalysed C-H activation reactions.

scholarly journals Quantitative Prediction of Selectivity in Iridium-Catalysed Hydrogen Isotope Exchange Reactions

2020 ◽  
Author(s):  
Daria Timofeeva ◽  
David Lindsay ◽  
William Kerr ◽  
David Nelson
Keyword(s):  
Hydrogen Isotope ◽  
Isotope Exchange ◽  
Quantitative Prediction ◽  
Iridium Complexes ◽  
Exchange Reactions ◽  
Hydrogen Isotope Exchange ◽  
Wide Range ◽  
Directing Group ◽  
And Control

A pallette of commonly used directing groups, including various pharmaceutically relevant nitrogen-containing heterocycles, are quantitatively ranked based on the results of intermolecular hydrogen isotope exchange competition reactions using two iridium complexes: [Ir(COD)(IMes)(PPh3)][BArF24] and [IrCl(COD)(IMes)]. The directing group power scales that have been constructred from these data reveal a wide range of reactivity covering four orders of magnitude. Intramolecular competition experiments have demonstrated that the obtained reactivity scale provides accurate predictions of regioselectivity within molecules with multiple competing directing groups. This work contributes to our understanding and control of regioselectivity in metal-catalysed C-H activation reactions.

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...

Ortho-Deuteration of Aromatic Aldehydes via a Transient Directing Group-Enabled Pd-Catalyzed Hydrogen Isotope Exchange

2021 ◽  
Vol 86 (19) ◽  
pp. 13350-13359
Author(s):  
Junhua Kong ◽  
Zhi-Jiang Jiang ◽  
Jiayuan Xu ◽  
Yan Li ◽  
Hong Cao ◽  
...  
Keyword(s):  
Hydrogen Isotope ◽  
Isotope Exchange ◽  
Aromatic Aldehydes ◽  
Hydrogen Isotope Exchange ◽  
Directing Group

Directed Iridium‐Catalyzed Hydrogen Isotope Exchange Reactions of Phenylacetic Acid Esters and Amides

2019 ◽  
Vol 25 (26) ◽  
pp. 6517-6522 ◽  
Author(s):  
Mégane Valero ◽  
Daniel Becker ◽  
Kristof Jess ◽  
Remo Weck ◽  
Jens Atzrodt ◽  
...  
Keyword(s):  
Hydrogen Isotope ◽  
Isotope Exchange ◽  
Phenylacetic Acid ◽  
Exchange Reactions ◽  
Hydrogen Isotope Exchange ◽  
Acid Esters

Improvement of hydrogen isotope exchange reactions on Li4SiO4 ceramic pebble by catalytic metals

2012 ◽  
Vol 23 (8) ◽  
pp. 936-940 ◽  
Author(s):  
Cheng Jian Xiao ◽  
Chun Mei Kang ◽  
Xiao Jun Chen ◽  
Xiao Ling Gao ◽  
Yang Ming Luo ◽  
...  
Keyword(s):  
Hydrogen Isotope ◽  
Isotope Exchange ◽  
Exchange Reactions ◽  
Hydrogen Isotope Exchange
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