期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 21, 期 21, 页码 7721-7725出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201406625
关键词
cyanine dyes; donor-acceptor systems; optical properties; structure-activity relationships
资金
- National Science Foundation of the NSF [CHE-1307118]
- BES of Department of Energy [DE-SC0001087]
- Direct For Mathematical & Physical Scien
- Division Of Chemistry [1307118] Funding Source: National Science Foundation
A series of ketocyanine derivatives possessing bis(diarylamino)fluorenyl donors and variable acceptors installed at the bridging carbon atom were synthesized to investigate how the electronic structure of the dye can be systemically tuned through stabilization of the cyanine-like character of the donor by increasing the acceptor strength. Analysis of the (HNMR)-H-1 spectra indicates that the charge-separated species dominates in these dyes, given that carbons possessing a positive or negative charge in the resonance structures of this state purposefully shift downfield or upfield, respectively, depending on the strength of the acceptor moiety. In DAA-Fl-PI, the acceptor strength and the gain of acceptor aromaticity indicates a predisposition of the separated state, indicated by asymmetry in the (HNMR)-H-1 spectrum, as well as uneven distribution of the HOMO on the fluorenyl donor.
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