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

doi:10.1016/j.ica.2018.10.016

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

School of Chemistry and Chemical Engineering

Research output: Contribution to journal › Article › peer-review

3 Citations (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 language	English
Pages (from-to)	1-7
Number of pages	7
Journal	Inorganica Chimica Acta
Volume	486
Early online date	13 Oct 2018
DOIs	https://doi.org/10.1016/j.ica.2018.10.016
Publication status	Published - 24 Feb 2019

Bibliographical note

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

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Orthometallation in iridium N-heterocycle stabilized carbene complexes via carbonhalogen and carbonhydrogen bond activation induced by silver nanoparticles
Copyright 2018 Elsevier B. V. All rights reserved. This manuscript is distributed under a Creative Commons Attribution-NonCommercial-NoDerivs License (https://creativecommons.org/licenses/by-nc-nd/4.0/), which permits distribution and reproduction for non-commercial purposes, provided the author and source are cited.
Accepted author manuscript, 677 KBLicence: CC BY-NC-ND

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@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",

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

year = "2019",

month = feb,

day = "24",

doi = "10.1016/j.ica.2018.10.016",

language = "English",

volume = "486",

pages = "1--7",

journal = "Inorganica Chimica Acta",

issn = "0020-1693",

publisher = "Elsevier B.V.",

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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.

U2 - 10.1016/j.ica.2018.10.016

DO - 10.1016/j.ica.2018.10.016

M3 - Article

SN - 0020-1693

VL - 486

SP - 1

EP - 7

JO - Inorganica Chimica Acta

JF - Inorganica Chimica Acta

ER -

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

Abstract

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