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Anionic Cyclometallated platinum(II) Tetrazolato Complexes as Viable Photoredox Catalysts

preprint
submitted on 17.12.2018 and posted on 17.12.2018 by Anna Maria Ranieri, Liam Burt, Stefano Stagni, Stefano Zacchini, Brian Skelton, Mark Ogden, Alex Bissember, Massimiliano Massi
The synthesis, characterization, photophysical and photocatalytic studies of anionic platinum(II) tetrazolato complexes, with the general structure [TBA][Pt(CNC)TzR], are reported, where CNC2-represents a doubly cyclometalated 2,4,6-triphenylpyridine, TzR- is an anionic 5-substituted tetrazolato ligand (with a variable R functional group) and TBA+ is the tetrabutylammonium countercation. The complexes were prepared by substitution of the DMSO ligand in [Pt(CNC)(DMSO)] with the corresponding tetrazolato ligand. No emission from the platinum(II) complexes was detected at room temperature in solution, but the photophysical properties could be assessed in the solid state, where all the complexes display emission bands attributed to aggregates. The platinum(II) complexes were found to facilitate a range of fundamental classes of visible-light-mediated photoredox-catalyzed reactions, including α‑amino C–H functionalization processes, such as Povarov-type reactions and the addition of α-amino C–H bonds across Michael acceptors, in addition to ATRA chemistry, and a hydrodeiodination. With the exception of the hydrodeiodination process, the best Pt(II) catalysts provided turnover numbers of 150–175 in each of these transformations.

History

Email Address of Submitting Author

m.ogden@curtin.edu.au

Institution

Curtin University

Country

Australia

ORCID For Submitting Author

0000-0001-5317-1637

Declaration of Conflict of Interest

No conflict of interest

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