Synthesis of bis-8-hydroxyquinolines via an imination or a Suzuki-Miyaura coupling approach |
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Authors: | Rob De Vreese Koen Muylaert Cedric Maton Lise Dereu Frederique Taillieu Thomas Harth Rik Van Deun Henk Vrielinck Christian V Stevens Matthias Dhooghe |
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Institution: | 1. SynBioC Research Group, Department of Sustainable Organic Chemistry and Technology, Faculty of Bioscience Engineering, Ghent University, Coupure Links 653, B-9000 Ghent, Belgium;3. Department of Solid State Sciences, Faculty of Sciences, Ghent University, Krijgslaan 281-S1, B-9000 Ghent, Belgium |
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Abstract: | Bis-8-hydroxyquinolines represent an important yet underexplored class of potential ligands for the preparation of various coordination polymers, which can be used in a plethora of applications. In this work, the synthesis of two types of bis-8-hydroxyquinolines, prepared via either an imination or a Suzuki-Miyaura coupling approach, as well as their analysis is discussed. Imination was pursued through the condensation of quinolinecarbaldehydes with diamines or aminoquinolines with dialdehydes, and the Suzuki-Miyaura coupling reactions were evaluated using a bromoquinoline substrate and diboronic acids. |
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Keywords: | 8-Hydroxyquinoline Imination Suzuki-Miyaura coupling NMR EPR |
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