TY - JOUR
T1 - Blue-to-UVB Upconversion, Solvent Sensitization and Challenging Bond Activation Enabled by a Benzene-Based Annihilator
AU - Zähringer, Till J.B.
AU - Moghtader, Julian A.
AU - Bertrams, Maria Sophie
AU - Roy, Bibhisan
AU - Uji, Masanori
AU - Yanai, Nobuhiro
AU - Kerzig, Christoph
N1 - Funding Information:
We acknowledge generous financial support from the JGU Mainz, SusInnoScience, the German Research Foundation (DFG, grant number KE 2313/3‐1), the German Federal Environmental Foundation (DBU, PhD fellowship to T.J.B.Z., grant number 20022/028), the Murata Science Foundation, Research Foundation for Opto‐Science and Technology and JSPS KAKENHI (JP20H02713, JP22K19051, JP22F21031). C.K. is grateful to the Chemical Industry Funds for a Liebig fellowship. B.R. acknowledges JSPS for a fellowship to conduct research in Japan (P21031). We thank Johannes Rocker for recording mass spectra and Prof. Till Opatz for allowing us to use his equipment. Open Access funding enabled and organized by Projekt DEAL.
Publisher Copyright:
© 2022 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH.
PY - 2023/2/13
Y1 - 2023/2/13
N2 - Several energy-demanding photoreactions require harsh UV light from inefficient light sources. The conversion of low-energy visible light to high-energy singlet states via triplet-triplet annihilation upconversion (TTA-UC) could offer a solution for driving such reactions under mild conditions. We present the first annihilator with an emission maximum in the UVB region that, combined with an organic sensitizer, is suitable for blue-to-UVB upconversion. The annihilator singlet was successfully employed as an energy donor in subsequent FRET activations of aliphatic carbonyls. This hitherto unreported UC-FRET reaction sequence was directly monitored using laser spectroscopy and applied to mechanistic irradiation experiments demonstrating the feasibility of Norrish chemistry. Our results provide clear evidence for a novel blue light-driven substrate or solvent activation strategy, which is important in the context of developing more sustainable light-to-chemical energy conversion systems.
AB - Several energy-demanding photoreactions require harsh UV light from inefficient light sources. The conversion of low-energy visible light to high-energy singlet states via triplet-triplet annihilation upconversion (TTA-UC) could offer a solution for driving such reactions under mild conditions. We present the first annihilator with an emission maximum in the UVB region that, combined with an organic sensitizer, is suitable for blue-to-UVB upconversion. The annihilator singlet was successfully employed as an energy donor in subsequent FRET activations of aliphatic carbonyls. This hitherto unreported UC-FRET reaction sequence was directly monitored using laser spectroscopy and applied to mechanistic irradiation experiments demonstrating the feasibility of Norrish chemistry. Our results provide clear evidence for a novel blue light-driven substrate or solvent activation strategy, which is important in the context of developing more sustainable light-to-chemical energy conversion systems.
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U2 - 10.1002/anie.202215340
DO - 10.1002/anie.202215340
M3 - Article
C2 - 36398891
AN - SCOPUS:85146354347
SN - 1433-7851
VL - 62
JO - Angewandte Chemie - International Edition
JF - Angewandte Chemie - International Edition
IS - 8
M1 - e202215340
ER -