Bifunctional Metal–Organic Layer with Organic Dyes and Iron Centers for Synergistic Photoredox Catalysis

Here we report the design of a bifunctional metal–organic layer (MOL), Hf-EY-Fe, by bridging eosin Y (EY)-capped Hf6 secondary building units (SBUs) with Fe-TPY (TPY = 4′-(4-carboxyphenyl)­[2,2′:6′,2′′-terpyridine]-5,5′′-dicarboxylate) ligands. With the organic dye EY as an efficient photosensitizer...

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Veröffentlicht in:Journal of the American Chemical Society 2021-03, Vol.143 (8), p.3075-3080
Hauptverfasser: Quan, Yangjian, Shi, Wenjie, Song, Yang, Jiang, Xiaomin, Wang, Cheng, Lin, Wenbin
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container_end_page 3080
container_issue 8
container_start_page 3075
container_title Journal of the American Chemical Society
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creator Quan, Yangjian
Shi, Wenjie
Song, Yang
Jiang, Xiaomin
Wang, Cheng
Lin, Wenbin
description Here we report the design of a bifunctional metal–organic layer (MOL), Hf-EY-Fe, by bridging eosin Y (EY)-capped Hf6 secondary building units (SBUs) with Fe-TPY (TPY = 4′-(4-carboxyphenyl)­[2,2′:6′,2′′-terpyridine]-5,5′′-dicarboxylate) ligands. With the organic dye EY as an efficient photosensitizer and TPY-Fe­(OTf)2 as the catalytic center, Hf-EY-Fe efficiently catalyzes aminotrifluoromethylation, hydroxytrifluoromethylation, and chlorotrifluoromethylation of alkenes. Hf-EY-Fe also catalyzes the synthesis of CF3-substituted derivatives of large bioactive molecules such as rotenone, estrone, and adapalene with sizes of up to 2.2 nm. The proximity between EY and iron centers and their site isolation in Hf-EY-Fe enhance catalytic activity while inhibiting their mutual deactivation, leading to high turnover numbers of up to 1840 and good recyclability of the MOL catalyst.
doi_str_mv 10.1021/jacs.1c01083
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title Bifunctional Metal–Organic Layer with Organic Dyes and Iron Centers for Synergistic Photoredox Catalysis
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