期刊
MACROMOLECULAR CHEMISTRY AND PHYSICS
卷 216, 期 4, 页码 369-379出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/macp.201400452
关键词
dendrimers; metal-containing macromolecules; multifunctional; photonic; redox-active
资金
- Natural Sciences and Engineering Research Council of Canada (NSERC)
- Canada Foundation for Innovation
- Atlantic Opportunities Agency
- University of Prince Edward Island
- Regis Duffy Graduate Scholarship in Science
Multifunctional macromolecules continue to attract attention. Here, three generations of a new family of bifunctional organoiron dendrimers are reported, which are synthesized from a redox-active organoiron complex, eta(6)-dichlorobenzene-eta(5)-cyclopentadienyl-iron(II). The facile chemistry of the complex is exploited to functionalize the dendritic peripheral with photoactive beta-naphthol, yielding redox, photoactive dendrimers under mild conditions. To ascertain the redox and photophysical fingerprints of these dendrimers, cyclic voltammetric, and UV-vis and fluorescence spectroscopic measurements are used. The cyclic voltammetric measurements suggest non-interacting redox-active iron centers within the dendritic structure, and a negative dendritic effect on the half-wave potential. The cathodic peak broadens with increasing dendrimer generation as the rate of electron transfer between the electrode and the iron centers decreases. The dendrimers exhibit the characteristic absorption and fluorescence fingerprint of beta-naphthol and a positive dendritic effect on the fluorescence intensities. A 24 h UV irradiation of acetonitrile/chloroform solution of the dendrimers yields their organic analogues with a concomitant enhancement of the absorption and fluorescence properties. The synthetic approach to these dendrimers offers an attractive route to other redox, multifunctional organometallic dendrimers.
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