Source:http://linkedlifedata.com/resource/pubmed/id/15798969
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
11
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pubmed:dateCreated |
2005-5-26
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pubmed:abstractText |
An extensive series of silyl-protected cyanoethynylethenes (CEEs) and N,N-dimethylanilino donor-substituted CEEs have been synthesized. More extended chromophores were constructed by selective silyl deprotection and subsequent oxidative acetylenic coupling. The strong electron-accepting nature of the CEEs was revealed by a combination of 13C NMR spectroscopic and electrochemistry measurements. Donor-substituted CEEs display strong intramolecular charge-transfer (CT) character, resulting in intense, bathochromically shifted CT bands in the UV/Vis spectrum. Their structural diversity establishes them as suitable models for the study of pi-conjugation and band gap tuning in strong charge-transfer chromophores. The extent of pi-conjugation in the donor-substituted CEEs was investigated by a combination of ground-state techniques, such as X-ray crystallography, electrochemistry, B3 LYP calculations, and NMR spectroscopy. The comparison of these ground-state results with the features observed in the UV/Vis spectra reveals that-contrary to expectations-more extensive pi-conjugation can lead to larger band gaps in molecules with strong donor and acceptor moieties.
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pubmed:language |
eng
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pubmed:journal | |
pubmed:status |
PubMed-not-MEDLINE
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pubmed:month |
May
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pubmed:issn |
0947-6539
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pubmed:author |
pubmed-author:BoudonCorinneC,
pubmed-author:DiederichFrançoisF,
pubmed-author:GisselbrechtJean-PaulJP,
pubmed-author:GistRobinR,
pubmed-author:GrossMauriceM,
pubmed-author:IrieMasahiroM,
pubmed-author:KawaiTsuyoshiT,
pubmed-author:KishiokaAtsushiA,
pubmed-author:MoonenNicolle N PNN,
pubmed-author:PomerantzWilliam CWC
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pubmed:issnType |
Print
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pubmed:day |
20
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pubmed:volume |
11
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
3325-41
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pubmed:dateRevised |
2009-8-4
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pubmed:year |
2005
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pubmed:articleTitle |
Donor-substituted cyanoethynylethenes: pi-conjugation and band-gap tuning in strong charge-transfer chromophores.
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pubmed:affiliation |
Laboratorium für Organische Chemie, ETH-Hönggerberg, HCI, 8093 Zürich, Switzerland.
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pubmed:publicationType |
Journal Article
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