Please use this identifier to cite or link to this item: https://hdl.handle.net/10356/87653
Title: Spectroscopic characterization and mechanistic studies on visible light photoredox carbon–carbon bond formation by bis(arylimino)acenaphthene copper photosensitizers
Authors: Ng, Yik Yie
Tan, Lisa Jiaying
Ng, Shue Mei
Chai, Yoke Tin
Ganguly, Rakesh
Du, Yonghua
Yeow, Edwin Kok Lee
Soo, Han Sen
Keywords: Copper Photosensitizer
Bis(arylimino)acenaphthene
DRNTU::Science::Chemistry
Issue Date: 2018
Source: Ng, Y. Y., Tan, L. J., Ng, S. M., Chai, Y. T., Ganguly, R., Du, Y., Yeow, E. K. L., & Soo, H. S. (2018). Spectroscopic characterization and mechanistic studies on visible light photoredox carbon–carbon bond formation by bis(arylimino)acenaphthene copper photosensitizers. ACS Catalysis, 11277-11286. doi:10.1021/acscatal.8b02502
Series/Report no.: ACS Catalysis
Abstract: Currently, the most popular molecular photosensitizers used for synthetic organic chemistry and energy applications are still the noble metal-based ruthenium and iridium complexes that usually require expensive metal and ligand precursors. In contrast, bis(arylimino)acenaphthene (Ar-BIAN) are established redox non-innocent π-accepting ligands that are easily assembled in one condensation step from affordable and commercially available precursors. Herein, we have developed a series of Ar-BIAN Cu(I) complexes as visible light harvesting photosensitizers. Notably, one of these panchromatic, homoleptic Ar-BIAN Cu(I) complexes exhibits a radiative recombination lifetime that is longer than diffusion control, as observed by time-correlated single photon counting spectroscopy. The Ar-BIAN Cu(I) facilitates visible-light promoted atom transfer radical addition reactions via carbon-carbon bond formation with CBr3 radicals in good yields of up to 75%. Steady-state and transient absorption spectroscopic measurements, together with spectroelectrochemical experiments and intermediate isolation studies, were performed to obtain insights into this photoredox catalysis and provide guidelines for the general deployment of Ar-BIAN Cu(I) photosensitizers in synthetic organic chemistry and renewable energy applications.
URI: https://hdl.handle.net/10356/87653
http://hdl.handle.net/10220/46916
DOI: 10.1021/acscatal.8b02502
Rights: © 2018 American Chemical Society (ACS). This is the author created version of a work that has been peer reviewed and accepted for publication by ACS Catalysis, American Chemical Society (ACS). It incorporates referee’s comments but changes resulting from the publishing process, such as copyediting, structural formatting, may not be reflected in this document. The published version is available at: [http://dx.doi.org/10.1021/acscatal.8b02502].
Fulltext Permission: open
Fulltext Availability: With Fulltext
Appears in Collections:SPMS Journal Articles

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