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Synthesis, characterisation and optical spectroscopy of diynes and poly-ynes containing derivatised fluorenes in the backbone

Title data

Khan, Muhammad S. ; Al-Mandhary, Muna R. A. ; Al-Suti, Mohammed K. ; Ahrens, Birte ; Mahon, Mary F. ; Male, Louise ; Raithby, Paul R. ; Boothby, Clare E. ; Köhler, Anna:
Synthesis, characterisation and optical spectroscopy of diynes and poly-ynes containing derivatised fluorenes in the backbone.
In: Dalton Transactions. (2003) Issue 1 . - pp. 74-84.
ISSN 1477-9234
DOI: https://doi.org/10.1039/B208963G

Abstract in another language

A series of trimethylsilyl-protected and terminal mono- and bis-alkynes based on 9,9-dioctylfluorene, 2-(trimethylsilylethynyl)-9,9-dioctylfluorene 1a, 2-ethynyl-9,9-dioctylfluorene 1b, 2,7-bis(trimethylsilylethynyl)-9,9-dioctylfluorene 2a, 2,7-bis(ethynyl)-9,9-dioctylfluorene 2b, have been synthesised. Reaction of trans-[(PnBu3)2PtCl2] with 2 equivalents of the terminal ethyne 1b yields the mononuclear platinum(II) diyne 3, reaction of trans-[(Ph)(Et3P)2PtCl] with 0.5 equivalents of the diterminal ethyne 2b gives the dinuclear platinum(II) diyne 4 while 1 ∶ 1 reaction between trans-[(PnBu3)2PtCl2] and 2b gives the platinum(II) poly-yne 5. Treatment of 2,5-dioctyloxy-1,4-diiodobenzene with 1b in 1 ∶ 2 stoichiometry produces the organic di-yne 6 while 1 ∶ 1 reaction between 2,5-dioctyloxy-1,4-diiodobenzene and 2b, 2,7-bis(ethynyl)fluorene or 2,7-bis(ethynyl)fluoren-9-one produces the organic co-poly-ynes 7–9. All the new materials have been characterised by analytical and spectroscopic methods and the single crystal X-ray structures of 2a and 3 have been determined. The diynes and poly-ynes are soluble in organic solvents and are readily cast into thin films. Optical spectroscopic measurements reveal that the attachment of octyl side-chains on the fluorenyl spacer reduces inter-chain interaction in the poly-ynes while a fluorenonyl spacer creates a donor–acceptor interaction along the rigid backbone of the organometallic poly-ynes and organic co-poly-ynes.

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: 18 Mar 2015 08:43
Last Modified: 18 Mar 2015 08:43
URI: https://eref.uni-bayreuth.de/id/eprint/8472