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Synthesis and characterisation of fluorescent aminophosphines and their coordination to gold(I)

Synthesis and characterisation of fluorescent aminophosphines and their coordination to gold(I)
Synthesis and characterisation of fluorescent aminophosphines and their coordination to gold(I)
Three novel fluorescent aminophosphine ligands have been synthesised that incorporate napthyl (L1), pyrenyl (L2) and anthraquinone (L3) chromophores into their structures. The ligands react with [AuCl(tht)] (tht = tetrahydrothiophene) to give neutral complexes of the form [AuCl(L1–3)]. Solid state, X-ray crystallographic data was obtained for the anthraquinone derivative, [AuCl(L3)], and showed a distorted linear coordination geometry at Au(I). The packing structure also revealed a number of intermolecular π–π interactions that involve the anthraquinone and phenyl units of the aminophosphine ligand. 31P NMR spectroscopic data revealed δP values of +42.2 (L1), +42.1 (L2) and +26.1 (L3) ppm, which shifted downfield upon coordination to Au(I) to +64.6, +64.7, and +55.8 ppm, respectively. Supporting TD-DFT studies were able to reproduce the structure and 31P NMR chemical shifts of [AuCl(L3)] as well as rationalise the HOMO–LUMO compositions. Photophysical studies showed that the appended fluorophore dominates the absorption and emission properties for the ligands and complexes, with the anthraquinone derivatives showing visible emission at ca. 570 nm which was attributed to the intramolecular charge transfer character of the phosphinoaminoanthraquinone fragment.
0300-9246
9324-9333
Groves, Lara M.
bc7bcbce-ef9c-49b3-a519-d0441d3fd2ba
Ward, Benjamin D.
3fe8307c-f34a-4469-97fc-2b335ed5fb7d
Newman, Paul D.
42e7ca00-b874-4cfb-a74a-6308015c4a8e
Horton, Peter N.
154c8930-bfc3-495b-ad4a-8a278d5da3a5
Coles, Simon J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Pope, Simon J.A.
db9a489c-29ba-41cd-a96a-623bace0889d
Groves, Lara M.
bc7bcbce-ef9c-49b3-a519-d0441d3fd2ba
Ward, Benjamin D.
3fe8307c-f34a-4469-97fc-2b335ed5fb7d
Newman, Paul D.
42e7ca00-b874-4cfb-a74a-6308015c4a8e
Horton, Peter N.
154c8930-bfc3-495b-ad4a-8a278d5da3a5
Coles, Simon J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Pope, Simon J.A.
db9a489c-29ba-41cd-a96a-623bace0889d

Groves, Lara M., Ward, Benjamin D., Newman, Paul D., Horton, Peter N., Coles, Simon J. and Pope, Simon J.A. (2018) Synthesis and characterisation of fluorescent aminophosphines and their coordination to gold(I). Dalton Transactions, (28), 9324-9333. (doi:10.1039/C8DT02256A).

Record type: Article

Abstract

Three novel fluorescent aminophosphine ligands have been synthesised that incorporate napthyl (L1), pyrenyl (L2) and anthraquinone (L3) chromophores into their structures. The ligands react with [AuCl(tht)] (tht = tetrahydrothiophene) to give neutral complexes of the form [AuCl(L1–3)]. Solid state, X-ray crystallographic data was obtained for the anthraquinone derivative, [AuCl(L3)], and showed a distorted linear coordination geometry at Au(I). The packing structure also revealed a number of intermolecular π–π interactions that involve the anthraquinone and phenyl units of the aminophosphine ligand. 31P NMR spectroscopic data revealed δP values of +42.2 (L1), +42.1 (L2) and +26.1 (L3) ppm, which shifted downfield upon coordination to Au(I) to +64.6, +64.7, and +55.8 ppm, respectively. Supporting TD-DFT studies were able to reproduce the structure and 31P NMR chemical shifts of [AuCl(L3)] as well as rationalise the HOMO–LUMO compositions. Photophysical studies showed that the appended fluorophore dominates the absorption and emission properties for the ligands and complexes, with the anthraquinone derivatives showing visible emission at ca. 570 nm which was attributed to the intramolecular charge transfer character of the phosphinoaminoanthraquinone fragment.

Text Synthesis and characterisation of fluorescent aminophosphines and their coordination to gold(I) - Accepted Manuscript
Restricted to Repository staff only until 27 June 2019.
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Accepted/In Press date: 19 June 2018
e-pub ahead of print date: 27 June 2018

Identifiers

Local EPrints ID: 422182
URI: https://eprints.soton.ac.uk/id/eprint/422182
ISSN: 0300-9246
PURE UUID: 84d28d21-4b97-43a3-9790-3debdca6600c
ORCID for Peter N. Horton: ORCID iD orcid.org/0000-0001-8886-2016
ORCID for Simon J. Coles: ORCID iD orcid.org/0000-0001-8414-9272

Catalogue record

Date deposited: 18 Jul 2018 16:30
Last modified: 12 Oct 2018 00:35

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