Microwave-enhanced metal- and acid-catalysed hydrogen isotope exchange reactions

1998 ◽  
Vol 76 (6) ◽  
pp. 726-728 ◽  
Author(s):  
Jean M Barthez ◽  
Anton V Filikov ◽  
Lottie B Frederiksen ◽  
Marie-Loire Huguet ◽  
John R Jones ◽  
...  
Keyword(s):  
Hydrogen Isotope ◽  
Isotope Exchange ◽  
Exchange Reactions ◽  
Time Intervals ◽  
Considerable Potential ◽  
Hydrogen Isotope Exchange ◽  
Wide Range ◽  
Homogeneous Acid ◽  
Acid Catalysed Reactions ◽  
Short Time

The benefits of using microwaves to accelerate the rates of hydrogen isotope exchange reactions are illustrated by reference to heterogeneous and homogeneous metal-catalysed reactions as well as to homogeneous acid-catalysed reactions. The results show that good incorporation of deuterium is obtained in very short time intervals, typically <20 min, and that the approach has considerable potential for the labeling of a wide range of compounds with both deuterium and, by implication, tritium.Key words: microwave enhanced deuteriations, hydrogen isotope exchange.

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...

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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