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Zhang, Yu ; Qin, Shaowei ; Claes, Nathalie ; Schilling, Waldemar ; Sahoo, Prakash Kumar ; Ching, H. Y. Vincent ; Jaworski, Aleksander ; Lemière, Filip ; Slabon, Adam ; Van Doorslaer, Sabine ; Bals, Sara ; Das, Shoubhik:
Direct Solar Energy-Mediated Synthesis of Tertiary Benzylic Alcohols Using a Metal-Free Heterogeneous Photocatalyst.
In: ACS Sustainable Chemistry & Engineering.
Bd. 10
(2022)
Heft 1
.
- S. 530-540.
ISSN 2168-0485
DOI: https://doi.org/10.1021/acssuschemeng.1c07026
Abstract
Direct hydroxylation via the functionalization of tertiary benzylic C(sp3)–H bonds is of great significance for obtaining tertiary alcohols, which find wide applications in pharmaceuticals as well as in fine chemical industries. However, current synthetic procedures use toxic reagents, and therefore, the development of a sustainable strategy for the synthesis of tertiary benzylic alcohols is highly desirable. To solve this problem, herein, we report a metal-free heterogeneous photocatalyst to synthesize the hydroxylated products using oxygen as the key reagent. Various benzylic substrates were employed into our mild reaction conditions to afford the desirable products in good to excellent yields. More importantly, the gram-scale reaction was achieved via harvesting direct solar energy and exhibited high quantity of the product. The high stability of the catalyst was proved via recycling the catalyst and spectroscopic analyses. Finally, a possible mechanism was proposed based on electron paramagnetic resonance and other experimental evidence.
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| Publikationsform: | Artikel in einer Zeitschrift |
|---|---|
| Begutachteter Beitrag: | Ja |
| Keywords: | hydroxylation; harvesting of solar energy; metal-free; gram-scale synthesis; recyclability of the catalyst |
| Institutionen der Universität: | Fakultäten > Fakultät für Biologie, Chemie und Geowissenschaften > Fachgruppe Chemie Fakultäten Fakultäten > Fakultät für Biologie, Chemie und Geowissenschaften Fakultäten > Fakultät für Biologie, Chemie und Geowissenschaften > Fachgruppe Chemie > Lehrstuhl Organische Chemie I > Lehrstuhl Organische Chemie I - Univ.-Prof. Dr. Das Shoubhik Fakultäten > Fakultät für Biologie, Chemie und Geowissenschaften > Fachgruppe Chemie > Lehrstuhl Organische Chemie I |
| Titel an der UBT entstanden: | Nein |
| Themengebiete aus DDC: | 500 Naturwissenschaften und Mathematik > 540 Chemie |
| Eingestellt am: | 18 Jul 2023 10:44 |
| Letzte Änderung: | 08 Nov 2023 11:23 |
| URI: | https://eref.uni-bayreuth.de/id/eprint/86134 |