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Synthesis and characterization of platinum(II) di-ynes and poly-ynes incorporating ethylenedioxythiophene (EDOT) spacers in the backbone

DOI zum Zitieren der Version auf EPub Bayreuth: https://doi.org/10.15495/EPub_UBT_00004756
URN to cite this document: urn:nbn:de:bvb:703-epub-4756-9

Title data

Khan, Muhammad S. ; Al-Suti, Mohammed K. ; Shah, Hakkikulla H. ; Al-Humaimi, Said ; Al-Battashi, Fathiya R. ; Bjernemose, Jens K. ; Male, Louise ; Raithby, Paul R. ; Zhang, Ning ; Köhler, Anna ; Warren, John E.:
Synthesis and characterization of platinum(II) di-ynes and poly-ynes incorporating ethylenedioxythiophene (EDOT) spacers in the backbone.
In: Dalton Transactions. Vol. 40 (2011) Issue 39 . - pp. 10174-10183.
ISSN 1477-9226
DOI der Verlagsversion: https://doi.org/10.1039/c1dt11010a

Abstract

A series of trimethylsilyl-protected di-alkynes incorporating 3,4-ethylenedioxythiophene (EDOT) linker groups Me3Si–C[triple bond, length as m-dash]C–R–C[triple bond, length as m-dash]C–SiMe3 (R = ethylenedioxythiophene-3,4-diyl 1a, 2,2′-bis-3,4-ethylenedioxythiophene-5,5′-diyl 2a, 2,2′,5′,2′′-ter-3,4-ethylenedioxythiophene-5,5′′-diyl 3a) and the corresponding terminal di-alkynes, H–C[triple bond, length as m-dash]C–R–C[triple bond, length as m-dash]C–H 1b–2b has been synthesized and characterized and the single crystal X-ray structure of 1a has been determined. CuI-catalyzed dehydrohalogenation reaction between trans-[(Ph)(Et3P)2PtCl] and the terminal di-alkynes 1b–2b in iPr2NH/CH2Cl2 (2 : 1 mole ratio) gives the Pt(II) di-ynes 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–2M while the dehydrohalogenation polycondensation reaction between trans-[(nBu3P)2PtCl2] and 1b–2b (1 : 1 mole ratio) under similar reaction conditions affords the Pt(II) poly-ynes trans-[Pt(PnBu3)2–C[triple bond, length as m-dash]C–R–C[triple bond, length as m-dash]C-]n1P–2P. The di-ynes and poly-ynes have been characterized spectroscopically and, for 1M and 2M, by single-crystal X-ray which confirms the “rigid rod” di-yne backbone. The materials possess excellent thermal stability, are soluble in common organic solvents and readily cast into thin films. Optical absorption spectroscopic measurements reveal that the EDOT spacers create stronger donor-acceptor interactions between the platinum(II) centres and conjugated ligands along the rigid backbone of the organometallic polymers compared to the related non-fused and fused oligothiophene spacers.

Further data

Item Type: Article in a journal
Additional notes (visible to public): ISI:000295843100027
DDC Subjects: 500 Science > 530 Physics
Institutions of the University: Faculties > Faculty of Mathematics, Physics und Computer Science > Department of Physics > Chair Experimental Physics II - Optoelectronics of Soft Matter > Chair Experimental Physics II - Optoelectronics of Soft Matter - Univ.-Prof. Dr. Anna Köhler
Faculties
Faculties > Faculty of Mathematics, Physics und Computer Science
Faculties > Faculty of Mathematics, Physics und Computer Science > Department of Physics
Faculties > Faculty of Mathematics, Physics und Computer Science > Department of Physics > Chair Experimental Physics II - Optoelectronics of Soft Matter
Language: English
Originates at UBT: Yes
URN: urn:nbn:de:bvb:703-epub-4756-9
Date Deposited: 07 Sep 2020 05:22
Last Modified: 07 Sep 2020 05:22
URI: https://epub.uni-bayreuth.de/id/eprint/4756

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