Facile synthesis and coupling of functionalized isomeric biquinolines |
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| Authors: | Manisha Tomar Nigel T Lucas Michael G Gardiner Klaus Müllen Josemon Jacob |
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| Institution: | 1. Centre for Polymer Science and Engineering, Indian Institute of Technology, Hauz Khas, New Delhi 110016, India;2. Department of Chemistry, University of Otago, Dunedin 9054, New Zealand;3. School of Chemistry, University of Tasmania, Private Bag 75, Hobart 7001, Australia;4. Max Planck Institute for Polymer Research, Ackermannweg 10, 55128 Mainz, Germany |
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| Abstract: | A simple route toward functionalized biquinolines, namely 8,5′-dibromo-5,8′-biquinoline 1 and 5,5′-dibromo-8,8′-biquinoline 2, was developed using Skraup syntheses. Both the dibromo compounds undergo facile Suzuki coupling to afford fluorene-coupled products 3 and 4, respectively, an important transformation in designing conjugated materials based on these cores. X-ray structural analyses of 1 and 4 provide insight into the mode of packing within materials containing these units. |
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