Synthesis of hydroquinone-, biphenol-, and binaphthol-containing aza macroheterocycles via regioselective hydroformylation and reductive amination |
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| Authors: | Goran AngelovskiPeter Eilbracht |
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| Affiliation: | Fachbereich Chemie, Organische Chemie I, Universität Dortmund, Otto-Hahn-Strasse 6, 44221 Dortmund, Germany |
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| Abstract: | Rhodium(I) catalyzed regioselective hydroformylation of diolefins and subsequent reductive amination of the dialdehydes in the presence of α,ω-diamines is applied to azamacroheterocyclic ring synthesis. Starting from aromatic diallyl ethers of hydroquinone, biphenol and binaphthol 20-28 membered macroheterocycles were obtained in up to 78% yield. |
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| Keywords: | macrocycles hydroaminomethylation regioselective hydroformylation reductive amination rhodium catalysis chiral ligands BINOL |
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