Projects per year
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.
- organic molecules
- C-H bond-breaking
Martínez-Martínez, A. J., Justice, S., Fleming, B. J., Kennedy, A. R., Oswald, I. D. H., & O'Hara, C. T. (2017). Templated deprotonative metalation of polyaryl systems: facile access to simple, previously inaccessible multi-iodoarenes. Science Advances, 3(6), [e1700832]. https://doi.org/10.1126/sciadv.1700832