Templated deprotonative metalation of polyaryl systems : facile access to simple, previously inaccessible multi-iodoarenes
Martínez-Martínez, Antonio J. and Justice, Stephen and Fleming, Ben J. and Kennedy, Alan R. and Oswald, Iain D. H. and O'Hara, Charles T. (2017) Templated deprotonative metalation of polyaryl systems : facile access to simple, previously inaccessible multi-iodoarenes. Science Advances, 3 (6). e1700832. ISSN 2375-2548
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Abstract
The development of new methodologies to affect non-ortho functionalization of arenes has emerged as a globally important arena for research, which is key to both fundamental studies and applied technologies. Here, a range of simple arene feedstocks (namely, biphenyl, meta-terphenyl, para-terphenyl, 1,3,5-triphenylbenzene and biphenylene) are transformed to hitherto unobtainable multi-iodoarenes via a s-block metal sodium magnesiate templated deprotonative approach. These iodoarenes have potential to be used in a whole host of high impact transformations, as precursors to key materials in the pharmaceutical, molecular electronic and nanomaterials industries. Proving the concept, we have transformed biphenyl to 3,5-bis(N-carbazolyl)-1,1’-biphenyl, a novel isomer of 4,4’-bis(N-carbazolyl)-1,1’-biphenyl (CPB) which is currently widely employed as a host material for organic light-emitting diodes, OLEDs.
Creators(s): |
Martínez-Martínez, Antonio J., Justice, Stephen, Fleming, Ben J. ![]() ![]() ![]() ![]() | Item type: | Article |
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ID code: | 61194 |
Keywords: | organic molecules, iodoarenes, C-H bond-breaking, Pharmacy and materia medica, Chemistry, Chemistry(all), Pharmacology, Toxicology and Pharmaceutics(all) |
Subjects: | Medicine > Pharmacy and materia medica Science > Chemistry |
Department: | Faculty of Science > Pure and Applied Chemistry Faculty of Science > Strathclyde Institute of Pharmacy and Biomedical Sciences Technology and Innovation Centre > Continuous Manufacturing and Crystallisation (CMAC) |
Depositing user: | Pure Administrator |
Date deposited: | 03 Jul 2017 11:49 |
Last modified: | 21 Jan 2021 09:17 |
Related URLs: | |
URI: | https://strathprints.strath.ac.uk/id/eprint/61194 |
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