Expanded applicability of iridum(I) NHC-phosphine catalysts in hydrogen isotope exchange processes with pharmaceutically-relevant heterocycles

Jens Atzrodt; Volker Derdau; William J. Kerr; Marc Reid; Patrick Rojahn; Remo Weck

doi:10.1016/j.tet.2015.02.029

Expanded applicability of iridum(I) NHC-phosphine catalysts in hydrogen isotope exchange processes with pharmaceutically-relevant heterocycles

Jens Atzrodt, Volker Derdau, William J. Kerr, Marc Reid, Patrick Rojahn, Remo Weck

Pure And Applied Chemistry

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Abstract

An assessment of emerging C-H activation catalysts of the type [(COD)Ir(IMes)(PR3)]PF6 in the deuteration of N-heterocycles is divulged. Substrate scope, competition experiments, and labelling of drug type molecules have revealed PR3 = PPh3 provides a broadly more applicable and widely effective catalyst system compared to other available complexes in the present series

Original language	English
Pages (from-to)	1924-1929
Number of pages	6
Journal	Tetrahedron
Volume	71
Issue number	13
Early online date	12 Feb 2015
DOIs	https://doi.org/10.1016/j.tet.2015.02.029
Publication status	Published - 1 Apr 2015

Keywords

hydrogen isotope exchange
deuterium labelling
iridium catalysis
N-Heterocyclic carbene
heterocycles

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10.1016/j.tet.2015.02.029

Atzrodt-etal-Tetrahedron2015-expanded-applicability-of-iridum(I)-NHC-phosphine-catalystsAccepted author manuscript, 753 KBLicence: CC BY-NC-ND 4.0

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title = "Expanded applicability of iridum(I) NHC-phosphine catalysts in hydrogen isotope exchange processes with pharmaceutically-relevant heterocycles",

abstract = "An assessment of emerging C-H activation catalysts of the type [(COD)Ir(IMes)(PR3)]PF6 in the deuteration of N-heterocycles is divulged. Substrate scope, competition experiments, and labelling of drug type molecules have revealed PR3 = PPh3 provides a broadly more applicable and widely effective catalyst system compared to other available complexes in the present series",

keywords = "hydrogen isotope exchange, deuterium labelling, iridium catalysis, N-Heterocyclic carbene, heterocycles",

author = "Jens Atzrodt and Volker Derdau and Kerr, {William J.} and Marc Reid and Patrick Rojahn and Remo Weck",

year = "2015",

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doi = "10.1016/j.tet.2015.02.029",

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journal = "Tetrahedron",

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T1 - Expanded applicability of iridum(I) NHC-phosphine catalysts in hydrogen isotope exchange processes with pharmaceutically-relevant heterocycles

AU - Atzrodt, Jens

AU - Derdau, Volker

AU - Kerr, William J.

AU - Reid, Marc

AU - Rojahn, Patrick

AU - Weck, Remo

PY - 2015/4/1

Y1 - 2015/4/1

N2 - An assessment of emerging C-H activation catalysts of the type [(COD)Ir(IMes)(PR3)]PF6 in the deuteration of N-heterocycles is divulged. Substrate scope, competition experiments, and labelling of drug type molecules have revealed PR3 = PPh3 provides a broadly more applicable and widely effective catalyst system compared to other available complexes in the present series

AB - An assessment of emerging C-H activation catalysts of the type [(COD)Ir(IMes)(PR3)]PF6 in the deuteration of N-heterocycles is divulged. Substrate scope, competition experiments, and labelling of drug type molecules have revealed PR3 = PPh3 provides a broadly more applicable and widely effective catalyst system compared to other available complexes in the present series

KW - hydrogen isotope exchange

KW - deuterium labelling

KW - iridium catalysis

KW - N-Heterocyclic carbene

KW - heterocycles

UR - http://www.sciencedirect.com/science/journal/00404020

U2 - 10.1016/j.tet.2015.02.029

DO - 10.1016/j.tet.2015.02.029

M3 - Article

SN - 0040-4020

VL - 71

SP - 1924

EP - 1929

JO - Tetrahedron

JF - Tetrahedron

IS - 13

ER -

Expanded applicability of iridum(I) NHC-phosphine catalysts in hydrogen isotope exchange processes with pharmaceutically-relevant heterocycles

Abstract

Keywords

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