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Issue 7, 2002
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Structural characterisation of a series of acetylide-functionalised oligopyridines and the synthesis, characterisation and optical spectroscopy of platinum di-ynes and poly-ynes containing oligopyridyl linker groups in the backbone

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Abstract

A series of trimethylsilyl-protected bis(ethynyl)oligopyridine derivatives Me3SiC[triple bond, length as m-dash]C–R–C[triple bond, length as m-dash]C–SiMe3 (R = 2,2′-bipyridine-5,5′-diyl (1a), 2,2′-bipyridine-6,6′-diyl (2a), 2,2′:6′,2″-terpyridine-6,6″-diyl (3a), 4′-phenyl-2,2′:6′,2″-terpyridine-6,6″-diyl (4a)) has been synthesised and 2a–4a have been characterised by single crystal X-ray crystallography. The corresponding terminal di-ynes H–C[triple bond, length as m-dash]C–R–C[triple bond, length as m-dash]CH (1b–4b) and their dinuclear platinum(II) complexes trans-[(Et3P)2(Ph)Pt–C[triple bond, length as m-dash]C–R–C[triple bond, length as m-dash]C–Pt(Ph)(Et3P)2] (1M–4M) have been characterised spectroscopically and by single-crystal X-ray crystallography for 2M. Novel platinum(II) poly-yne polymers trans-[Pt(PBun3)2–C[triple bond, length as m-dash]C–R–C[triple bond, length as m-dash]C–]n (1P–4P) containing the oligopyridyl linker groups in the backbone have been synthesised by the CuI-catalysed dehydrohalogenation polycondensation reaction of 1b–4b and trans-[(Bu3P)2PtCl2] in Pri2NH–CH2Cl2. The polymeric materials exhibit decreasing thermal stability with increasing number of pyridine units in the linker group. In the absorption and phosphorescence spectra, the platinum(II) poly-yne and di-yne complexes 1P, 1M show red shifts whereas the complexes 2P–3P, 2M–3M show blue shifts of the S1 and T1 states. At room temperature, the phosphoresence spectra indicate some excimer formation whereas at 10 K, only intra-chain emission occurs. The results of the photophysical studies are compared with those obtained for other platinum(II)-containing poly-ynes and related organometallic polymers.

Graphical abstract: Structural characterisation of a series of acetylide-functionalised oligopyridines and the synthesis, characterisation and optical spectroscopy of platinum di-ynes and poly-ynes containing oligopyridyl linker groups in the backbone

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Publication details

The article was received on 20 Nov 2001, accepted on 15 Jan 2002 and first published on 26 Feb 2002


Article type: Paper
DOI: 10.1039/B110658A
J. Chem. Soc., Dalton Trans., 2002, 1358-1368

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    Structural characterisation of a series of acetylide-functionalised oligopyridines and the synthesis, characterisation and optical spectroscopy of platinum di-ynes and poly-ynes containing oligopyridyl linker groups in the backbone

    M. S. Khan, M. R. A. Al-Mandhary, M. K. Al-Suti, A. K. Hisahm, P. R. Raithby, B. Ahrens, M. F. Mahon, L. Male, E. A. Marseglia, E. Tedesco, R. H. Friend, A. Köhler, N. Feeder and S. J. Teat, J. Chem. Soc., Dalton Trans., 2002, 1358
    DOI: 10.1039/B110658A

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