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

Format: PDF Name: c1dt11010a.pdf Version: Published Version Available under License German copyright law. This contribution is freely accessible with the consent of the copyright holder on the basis of an (DFG-funded) alliance or national license. The document may be used free of charge for personal use. In addition, the reproduction, editing, distribution and any kind of exploitation require the written consent of the respective rights holder.

Download (316kB)

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

Download Statistics

Download Statistics

Download Statistics

Downloads

Downloads per month over past year