Novel Synthetic Route to Diazaperopyrenium Dication
- Technology Benefits
- Water solubleCost-effectiveEasy tofunctionalize
- Detailed Technology Description
- A novel perylene derivative with a wide range of applications including graphene exfoliation, catalysis and therapeutics#chemical #methods #materials #biomedical
- *Abstract
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Perylenes are a class of polycyclic organic molecules, which have mostly garnered attention due to their flourescence. While perylenes had been used in biological imaging and organic photoconductors, their applications were limited because of their insolubility and lack of methods for efficient modification. The Stoddart group at Northwestern University has developed two methods for installing handles onto the starting molecule, which allow for further modifications, as well as an oxidation technique for aromatization of the perylene dications into diazaperopyrenium dications (DDs). The resulting class of molecules have wide ranging biological and industrial applications. Most notably, one of the DDs has demonstrated toxicity against several cancer cell lines, and others are powerful catalysts. In addition, the novel molecules generated by the Stoddart group are soluble in water and inexpensive and simple to generate.
- *Inventors
- J. Fraser Stoddart*Ashish N. BasurayKarel J. HartliebLeah WitusSrinivasan SampathHenri-Pierre Jacquot de Rouville
- *Publications
- Basuray AN, Jacquot deRouville H-P, Hartlieb KJ, Fahrenbach AC, Stoddart JF (2012) Beyond Perylene Diimides- DiazaperopyreniumDications as Chameleonic Nanoscale Building Blocks. Chem. Asian. J. 8: 524-532.Basuray AN, Jacquot deRouville H-P, Hartlieb K J, Kikuchi T, Strutt NL, Bruns, C J, Ambrogio MW, AvestroA-J, Schneebeli S T, Fahrenbach AC, Stoddart JF (2012) The Chameleonic Nature ofDiazaperopyrenium Recognition Processes, Angew. Chem. Int. Ed. 51: 11872–11877.Sampath S, Basuray AN,Hartlieb KJ, Aytun T, Stupp SI, Stoddart JF (2013) Direct Exfoliation of Graphite toGraphene in Aqueous Media with Diazaperopyrenium Dications, Adv.Mater. 25: 2740-2745.Hartlieb KJ, Basuray AN,Ke C, Sarjeant AA, Jacquot de Rouville H-P, Kikuchi T, Forgan RS, Kurutz JW,Stoddart JF (2013) Chameleonic binding of the dimethyldiazaperopyrenium dication bycucurbit[8]uril, Asian J. Org. Chem. 2: 225-229.
- Country/Region
- USA
