Luminescent digold ethynyl thienothiophene and dithienothiophene complexes; their synthesis and structural characterisation

Peiyi Li, Birte Ahrens, Neil Feeder, Paul R. Raithby, Simon J. Teat, Muhammad S. Khan

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Abstract

A series of protected and terminal dialkynes with extended π-conjugation through the fused oligothienyl linker unit in the backbone, 2,5-bis(trimethylsilylethynyl)thieno[3,2-b]thiophene 1a, 5,5′- bis(trimethylsilylethynyl)dithieno[3,2-b: 2′,3′-d]thiophene 1b, 2,5-bis(ethynyl)thieno[3,2-b]thiophene 2a, 5,5′-bis(ethynyl)dithieno[3,2- b:2′,3′-d]thiophene 2b, has been synthesized and characterised. The digold alkynyl complexes [(Ph3P)Au(C≡C)(C6H 2S2)(C≡C)Au(PPh3)] 3a and [(Ph 3P)Au(C≡C)(C8H2S3)(C≡C) Au(PPh3)] 3b have then been prepared by the reaction of two equivalents of Ph3PAuCl and a methanolic KOH solution of la and 1b, respectively. The complexes have been characterised spectroscopically. The crystal structures show that the gold centres adopt a linear two-coordinate geometry appropriate for Au(I) complexes. Within the crystals adjacent molecules are linked by Au ⋯ S intermolecular interactions in the range 3.48-3.89 Å, but there are no short Au ⋯ Au contacts. The absence of Au ⋯ Au interactions in solution is confirmed by UV/visible absorption and emission spectroscopy, the spectra being dominated by ligand-centred π-π* interactions.

Original languageEnglish
Pages (from-to)874-883
Number of pages10
JournalDalton Transactions
Issue number5
DOIs
Publication statusPublished - Mar 7 2005

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Thiophenes
Emission spectroscopy
Absorption spectroscopy
Gold
Crystal structure
Ligands
Crystals
Molecules
Geometry

ASJC Scopus subject areas

  • Chemistry(all)

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Luminescent digold ethynyl thienothiophene and dithienothiophene complexes; their synthesis and structural characterisation. / Li, Peiyi; Ahrens, Birte; Feeder, Neil; Raithby, Paul R.; Teat, Simon J.; Khan, Muhammad S.

In: Dalton Transactions, No. 5, 07.03.2005, p. 874-883.

Research output: Contribution to journalArticle

Li, Peiyi ; Ahrens, Birte ; Feeder, Neil ; Raithby, Paul R. ; Teat, Simon J. ; Khan, Muhammad S. / Luminescent digold ethynyl thienothiophene and dithienothiophene complexes; their synthesis and structural characterisation. In: Dalton Transactions. 2005 ; No. 5. pp. 874-883.
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abstract = "A series of protected and terminal dialkynes with extended π-conjugation through the fused oligothienyl linker unit in the backbone, 2,5-bis(trimethylsilylethynyl)thieno[3,2-b]thiophene 1a, 5,5′- bis(trimethylsilylethynyl)dithieno[3,2-b: 2′,3′-d]thiophene 1b, 2,5-bis(ethynyl)thieno[3,2-b]thiophene 2a, 5,5′-bis(ethynyl)dithieno[3,2- b:2′,3′-d]thiophene 2b, has been synthesized and characterised. The digold alkynyl complexes [(Ph3P)Au(C≡C)(C6H 2S2)(C≡C)Au(PPh3)] 3a and [(Ph 3P)Au(C≡C)(C8H2S3)(C≡C) Au(PPh3)] 3b have then been prepared by the reaction of two equivalents of Ph3PAuCl and a methanolic KOH solution of la and 1b, respectively. The complexes have been characterised spectroscopically. The crystal structures show that the gold centres adopt a linear two-coordinate geometry appropriate for Au(I) complexes. Within the crystals adjacent molecules are linked by Au ⋯ S intermolecular interactions in the range 3.48-3.89 {\AA}, but there are no short Au ⋯ Au contacts. The absence of Au ⋯ Au interactions in solution is confirmed by UV/visible absorption and emission spectroscopy, the spectra being dominated by ligand-centred π-π* interactions.",
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AB - A series of protected and terminal dialkynes with extended π-conjugation through the fused oligothienyl linker unit in the backbone, 2,5-bis(trimethylsilylethynyl)thieno[3,2-b]thiophene 1a, 5,5′- bis(trimethylsilylethynyl)dithieno[3,2-b: 2′,3′-d]thiophene 1b, 2,5-bis(ethynyl)thieno[3,2-b]thiophene 2a, 5,5′-bis(ethynyl)dithieno[3,2- b:2′,3′-d]thiophene 2b, has been synthesized and characterised. The digold alkynyl complexes [(Ph3P)Au(C≡C)(C6H 2S2)(C≡C)Au(PPh3)] 3a and [(Ph 3P)Au(C≡C)(C8H2S3)(C≡C) Au(PPh3)] 3b have then been prepared by the reaction of two equivalents of Ph3PAuCl and a methanolic KOH solution of la and 1b, respectively. The complexes have been characterised spectroscopically. The crystal structures show that the gold centres adopt a linear two-coordinate geometry appropriate for Au(I) complexes. Within the crystals adjacent molecules are linked by Au ⋯ S intermolecular interactions in the range 3.48-3.89 Å, but there are no short Au ⋯ Au contacts. The absence of Au ⋯ Au interactions in solution is confirmed by UV/visible absorption and emission spectroscopy, the spectra being dominated by ligand-centred π-π* interactions.

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