[2.2.2]paracyclophane-trienes: attractive monomers for ROMP

Three derivatives of 4,7-substituted [2.2.2]paracyclophane-trienes were synthesized and used in ring-opening metathesis polymerization (ROMP), resulting in well-soluble poly(para-phenylenevinylene)s (PPV). The paracyclophane-trienes were prepared using an iterative buildup of a phenylene-ethynylene...

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Bibliographic Details
Main Authors: Mäker, Dominic (Author) , Maier, Christopher (Author) , Brödner, Kerstin (Author) , Bunz, Uwe H. F. (Author)
Format: Article (Journal)
Language:English
Published: April 11, 2014
In: ACS Macro Letters
Year: 2014, Volume: 3, Issue: 5, Pages: 415-418
ISSN:2161-1653
DOI:10.1021/mz500135s
Online Access:Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1021/mz500135s
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Author Notes:Dominic Mäker, Christopher Maier, Kerstin Brödner, and Uwe H.F. Bunz
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Summary:Three derivatives of 4,7-substituted [2.2.2]paracyclophane-trienes were synthesized and used in ring-opening metathesis polymerization (ROMP), resulting in well-soluble poly(para-phenylenevinylene)s (PPV). The paracyclophane-trienes were prepared using an iterative buildup of a phenylene-ethynylene backbone, followed by a cis selective Grignard reduction and an intramolecular McMurry reaction. The monomers were applied in ROMP to result in well-soluble PPV derivatives with an unusual substituent pattern. The PPVs were spin-coated into amorphous, highly fluorescent films. To the best of our knowledge, we are the first to synthesize 4,7-substituted [2.2.2]paracyclophane-trienes and use them as ROMP monomers.
Item Description:Gesehen am 31.08.2020
Physical Description:Online Resource
ISSN:2161-1653
DOI:10.1021/mz500135s