Synthetic Approaches to an Isostructural Series of Redox-Active, Metal Tris(bipyridine) Core Dendrimers
- 17 October 2003
- journal article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 68 (23) , 9019-9025
- https://doi.org/10.1021/jo0351116
Abstract
Several types of six-armed, metal tris(bipyridine) core dendrimers were synthesized. Bis-4,4‘-alkoxy bipyridine dendrons were prepared and employed to make tris(bipyridine) dendrimers. Although the ruthenium-centered and iron-centered dendrimers displayed quasi-reversible cyclic voltammetry, the analogous cobalt-centered complex did not. The synthesis of 4,4‘-disubstituted bipyridines containing −CH2OR groups proceeded in low yield. The reactions of the dicarbanion of 4,4‘-dimethyl bipyridine prepared with LDA and mesylate, triflate, and bromide groups were found to result in no or poor yields of carbon−carbon bond formation. Use of KDA in place of LDA resulted in much higher yields of dendritic bipyridines.Keywords
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