Synthesis, characterization and luminescence studies of gold(I)-NHC amide complexes

Adrián Gómez-Suárez; David J Nelson; David G Thompson; David B Cordes; Duncan Graham; Alexandra M Z Slawin; Steven P Nolan

doi:10.3762/bjoc.9.260

Synthesis, characterization and luminescence studies of gold(I)-NHC amide complexes

Adrián Gómez-Suárez, David J Nelson, David G Thompson, David B Cordes, Duncan Graham, Alexandra M Z Slawin, Steven P Nolan

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Abstract

A flexible, efficient and straightforward methodology for the synthesis of N-heterocyclic carbene gold(I)-amide complexes is reported. Reaction of the versatile building block [Au(OH)(IPr)] (1) (IPr = 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene) with a series of commercially available (hetero)aromatic amines leads to the synthesis of several [Au(NRR')(IPr)] complexes in good yields and with water as the sole byproduct. Interestingly, these complexes present luminescence properties. UV-vis and fluorescence measurements have allowed the identification of their excitation and emission wavelengths (λmax). These studies revealed that by selecting the appropriate amine ligand the emission can be easily tuned to achieve a variety of colors, from violet to green.

Original language	English
Pages (from-to)	2216-2223
Number of pages	8
Journal	Beilstein Journal of Organic Chemistry
Volume	9
Early online date	28 Oct 2013
DOIs	https://doi.org/10.3762/bjoc.9.260
Publication status	Published - Oct 2013

Keywords

Fluorescence
Synthesis
N-heterocyclic carbenes
Gold catalysis
Gold

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10.3762/bjoc.9.260

1860-5397-9-260
© 2013 Gómez-Suárez et al; licensee Beilstein-Institut. This is an Open Access article under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (http://www.beilstein-journals.org/bjoc)
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Cite this

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title = "Synthesis, characterization and luminescence studies of gold(I)-NHC amide complexes",

abstract = "A flexible, efficient and straightforward methodology for the synthesis of N-heterocyclic carbene gold(I)-amide complexes is reported. Reaction of the versatile building block [Au(OH)(IPr)] (1) (IPr = 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene) with a series of commercially available (hetero)aromatic amines leads to the synthesis of several [Au(NRR')(IPr)] complexes in good yields and with water as the sole byproduct. Interestingly, these complexes present luminescence properties. UV-vis and fluorescence measurements have allowed the identification of their excitation and emission wavelengths (λmax). These studies revealed that by selecting the appropriate amine ligand the emission can be easily tuned to achieve a variety of colors, from violet to green.",

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year = "2013",

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language = "English",

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T1 - Synthesis, characterization and luminescence studies of gold(I)-NHC amide complexes

AU - Gómez-Suárez, Adrián

AU - Nelson, David J

AU - Thompson, David G

AU - Cordes, David B

AU - Graham, Duncan

AU - Slawin, Alexandra M Z

AU - Nolan, Steven P

PY - 2013/10

Y1 - 2013/10

N2 - A flexible, efficient and straightforward methodology for the synthesis of N-heterocyclic carbene gold(I)-amide complexes is reported. Reaction of the versatile building block [Au(OH)(IPr)] (1) (IPr = 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene) with a series of commercially available (hetero)aromatic amines leads to the synthesis of several [Au(NRR')(IPr)] complexes in good yields and with water as the sole byproduct. Interestingly, these complexes present luminescence properties. UV-vis and fluorescence measurements have allowed the identification of their excitation and emission wavelengths (λmax). These studies revealed that by selecting the appropriate amine ligand the emission can be easily tuned to achieve a variety of colors, from violet to green.

AB - A flexible, efficient and straightforward methodology for the synthesis of N-heterocyclic carbene gold(I)-amide complexes is reported. Reaction of the versatile building block [Au(OH)(IPr)] (1) (IPr = 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene) with a series of commercially available (hetero)aromatic amines leads to the synthesis of several [Au(NRR')(IPr)] complexes in good yields and with water as the sole byproduct. Interestingly, these complexes present luminescence properties. UV-vis and fluorescence measurements have allowed the identification of their excitation and emission wavelengths (λmax). These studies revealed that by selecting the appropriate amine ligand the emission can be easily tuned to achieve a variety of colors, from violet to green.

KW - Fluorescence

KW - Synthesis

KW - N-heterocyclic carbenes

KW - Gold catalysis

KW - Gold

U2 - 10.3762/bjoc.9.260

DO - 10.3762/bjoc.9.260

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EP - 2223

JO - Beilstein Journal of Organic Chemistry

JF - Beilstein Journal of Organic Chemistry

ER -

Synthesis, characterization and luminescence studies of gold(I)-NHC amide complexes

Abstract

Keywords

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