Orthometallation in iridium N-heterocycle stabilized carbene complexes via carbonhalogen and carbonhydrogen bond activation induced by silver nanoparticles

Andrew C. Marr, Graham C. Saunders, Hayden P. Thomas, Yueming Wang

Research output: Contribution to journalArticle

1 Citation (Scopus)
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Abstract

On treatment with silver nanoparticles [Cp∗IrCl2(κC-MeNC3H2NCH2C6H4F-2)] underwent C—H bond activation to afford the orthometallated product [Cp∗IrCl(κC2-MeNC3H2NCH2C6H3F-6)] exclusively. The same product was obtained from [Cp∗IrCl2(κC-MeNC3H2NCH2C6H4F2-2,6)] by C—F bond activation. Treatment of [Cp∗IrCl2(κC-MeNC3H2NCH2C6H3F-2-X-6)] (X = Cl, Br, I) with silver nanoparticles induced C—F and C—X bond activation to yield mixtures of the orthometallated products [Cp∗IrCl(κC2-MeNC3H2NCH2C6H3F-6)] and [Cp∗IrCl(κC2-MeNC3H2NCH2C6H3X-6)]. The structures of the products, which are isostructural and co-crystallized, have been determined by single crystal X-ray diffraction.
Original languageEnglish
Pages (from-to)1-7
Number of pages7
JournalInorganica Chimica Acta
Volume486
Early online date13 Oct 2018
DOIs
Publication statusPublished - 24 Feb 2019

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Iridium
carbenes
iridium
Silver
Chemical activation
silver
activation
Nanoparticles
nanoparticles
products
Single crystals
X ray diffraction
methylidyne
carbene
single crystals
diffraction
x rays

Bibliographical note

Dedicated to Malcolm Green FRS, for his inspiration and guidance.

Cite this

@article{e37631d1a01c46e8a30f7db187c0ed3c,
title = "Orthometallation in iridium N-heterocycle stabilized carbene complexes via carbonhalogen and carbonhydrogen bond activation induced by silver nanoparticles",
abstract = "On treatment with silver nanoparticles [Cp∗IrCl2(κC-MeNC3H2NCH2C6H4F-2)] underwent C—H bond activation to afford the orthometallated product [Cp∗IrCl(κC2-MeNC3H2NCH2C6H3F-6)] exclusively. The same product was obtained from [Cp∗IrCl2(κC-MeNC3H2NCH2C6H4F2-2,6)] by C—F bond activation. Treatment of [Cp∗IrCl2(κC-MeNC3H2NCH2C6H3F-2-X-6)] (X = Cl, Br, I) with silver nanoparticles induced C—F and C—X bond activation to yield mixtures of the orthometallated products [Cp∗IrCl(κC2-MeNC3H2NCH2C6H3F-6)] and [Cp∗IrCl(κC2-MeNC3H2NCH2C6H3X-6)]. The structures of the products, which are isostructural and co-crystallized, have been determined by single crystal X-ray diffraction.",
author = "Marr, {Andrew C.} and Saunders, {Graham C.} and Thomas, {Hayden P.} and Yueming Wang",
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language = "English",
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Orthometallation in iridium N-heterocycle stabilized carbene complexes via carbonhalogen and carbonhydrogen bond activation induced by silver nanoparticles. / Marr, Andrew C.; Saunders, Graham C.; Thomas, Hayden P.; Wang, Yueming.

In: Inorganica Chimica Acta, Vol. 486, 24.02.2019, p. 1-7.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Orthometallation in iridium N-heterocycle stabilized carbene complexes via carbonhalogen and carbonhydrogen bond activation induced by silver nanoparticles

AU - Marr, Andrew C.

AU - Saunders, Graham C.

AU - Thomas, Hayden P.

AU - Wang, Yueming

N1 - Dedicated to Malcolm Green FRS, for his inspiration and guidance.

PY - 2019/2/24

Y1 - 2019/2/24

N2 - On treatment with silver nanoparticles [Cp∗IrCl2(κC-MeNC3H2NCH2C6H4F-2)] underwent C—H bond activation to afford the orthometallated product [Cp∗IrCl(κC2-MeNC3H2NCH2C6H3F-6)] exclusively. The same product was obtained from [Cp∗IrCl2(κC-MeNC3H2NCH2C6H4F2-2,6)] by C—F bond activation. Treatment of [Cp∗IrCl2(κC-MeNC3H2NCH2C6H3F-2-X-6)] (X = Cl, Br, I) with silver nanoparticles induced C—F and C—X bond activation to yield mixtures of the orthometallated products [Cp∗IrCl(κC2-MeNC3H2NCH2C6H3F-6)] and [Cp∗IrCl(κC2-MeNC3H2NCH2C6H3X-6)]. The structures of the products, which are isostructural and co-crystallized, have been determined by single crystal X-ray diffraction.

AB - On treatment with silver nanoparticles [Cp∗IrCl2(κC-MeNC3H2NCH2C6H4F-2)] underwent C—H bond activation to afford the orthometallated product [Cp∗IrCl(κC2-MeNC3H2NCH2C6H3F-6)] exclusively. The same product was obtained from [Cp∗IrCl2(κC-MeNC3H2NCH2C6H4F2-2,6)] by C—F bond activation. Treatment of [Cp∗IrCl2(κC-MeNC3H2NCH2C6H3F-2-X-6)] (X = Cl, Br, I) with silver nanoparticles induced C—F and C—X bond activation to yield mixtures of the orthometallated products [Cp∗IrCl(κC2-MeNC3H2NCH2C6H3F-6)] and [Cp∗IrCl(κC2-MeNC3H2NCH2C6H3X-6)]. The structures of the products, which are isostructural and co-crystallized, have been determined by single crystal X-ray diffraction.

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DO - 10.1016/j.ica.2018.10.016

M3 - Article

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