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Synthesis, characterisation and optical spectroscopy of platinum(II) di-ynes and poly-ynes incorporating condensed aromatic spacers in the backbone

Title data

Khan, Muhammad S. ; Al-Mandhary, Muna R. A. ; Al-Suti, Mohammed K. ; Al-Battashi, Fathiya R. ; Al-Saadi, Sultan ; Ahrens, Birte ; Bjernemose, Jens K. ; Mahon, Mary F. ; Raithby, Paul R. ; Younus, Muhammad ; Chawdhury, Nazia ; Köhler, Anna ; Marseglia, Elizabeth A. ; Tedesco, Emilio ; Feeder, Neil ; Teat, Simon J.:
Synthesis, characterisation and optical spectroscopy of platinum(II) di-ynes and poly-ynes incorporating condensed aromatic spacers in the backbone.
In: Dalton Transactions. (2004) . - pp. 2377-2385.
ISSN 1477-9234
DOI: https://doi.org/10.1039/B405070C

Official URL: Volltext

Abstract in another language

A series of protected and terminal dialkynes with extended π-conjugation through a condensed aromatic linker unit in the backbone, 1,4-bis(trimethylsilylethynyl)naphthalene, 2a, 1,4-bis(ethynyl)naphthalene, 2b, 9,10-bis(trimethylsilylethynyl)anthracene 3a, 9,10-bis(ethynyl)anthracene 3b, have been synthesized and characterized spectroscopically. The solid-state structures of 2a and 3a have been confirmed by single crystal X-ray diffraction studies. Reaction of two equivalents of the complex trans-[Ph(Et3P)2PtCl] with an equivalent of the terminal dialkynes 1,4-bis(ethynyl)benzene 1b and 2b–3b, in iPr2NH–CH2Cl2, in the presence of CuI, at room temperature, afforded the platinum(II) di-ynes trans-[Ph(Et3P)2Pt–C[triple bond, length as m-dash]C–R–C[triple bond, length as m-dash]C–Pt(PEt3)2Ph] (R = benzene-1,4-diyl 1c; naphthalene-1,4-diyl 2c and anthracene-9,10-diyl 3c) while reactions between equimolar quantities of trans-[(nBu3P)2PtCl2] and 2b–3b under similar conditions readily afforded the platinum(II) poly-ynes trans-[–(nBu3P)2Pt–C[triple bond, length as m-dash]C–R–C[triple bond, length as m-dash]C–]n (R = naphthalene-1,4-diyl 2d and anthracene-9,10-diyl 3d). The Pt(II) diynes and poly-ynes have been characterized by analytical and spectroscopic methods, and the single crystal X-ray structures of 1c and 2c have been determined. These structures confirm the trans-square planar geometry at the platinum centres and the linear nature of the molecules. The di-ynes and poly-ynes are soluble in organic solvents and readily cast into thin films. Optical spectroscopic measurements reveal that the electron-rich naphthalene and anthracene spacers create strong donor–acceptor interactions between the Pt(II) centres and conjugated ligands along the rigid backbone of the organometallic polymers. Thermogravimetry shows that the di-ynes possess a somewhat higher thermal stability than the corresponding poly-ynes. Both the Pt(II) di-ynes and the poly-ynes exhibit increasing thermal stability along the series of spacers from phenylene through naphthalene to anthracene.

Further data

Item Type: Article in a journal
Refereed: No
Institutions of the University: Faculties > Faculty of Mathematics, Physics und Computer Science > Department of Physics > Lehrstuhl Experimentalphysik II - Optoelektronik weicher Materie > Lehrstuhl Experimentalphysik II - Optoelektronik weicher Materie - 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 > Lehrstuhl Experimentalphysik II - Optoelektronik weicher Materie
Result of work at the UBT: No
DDC Subjects: 500 Science > 530 Physics
Date Deposited: 16 Mar 2015 14:16
Last Modified: 16 Mar 2015 14:16
URI: https://eref.uni-bayreuth.de/id/eprint/8333