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Synfacts 2025; 21(07): 721
DOI: 10.1055/a-2601-4947
Polymer-Supported Synthesis

Photo-Induced Hydroxytrifluoromethylation Catalyzed by Micelles of a Metal Complex Surfactant

Contributor(s):
Yasuhiro Uozumi 
,
Hiroki Yamada
Chen Y, Ya’akobi AM, Nguyen TV, Kao S-C, West JG, Biswal SL, Talmon Y, Martí AA *. Rice University, Houston, USA
Supramolecular Self-Assembly of Metal Complex Surfactants (MeCS) into Micellar Nanoscale Reactors in Aqueous Solution.

Chem. Sci. 2025;
16: 3440-3446
DOI: 10.1039/d4sc07623k
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Keywords

self-assembly - ruthenium complex surfactants - micelles - hydroxytrifluoromethylation

Significance

A tris(bipyridine)Ru(ll) complex bearing a C16 alkyl chain, Ru16C, catalyzed the hydroxytrifluoromethylation of styrenes 2 with Umemoto’s reagent 1 in water (5 mM for Ru16C) under photoirradiation using an LED (427 nm) to give 3,3,3-trifluoro-1-phenylpropan-1-ols 3a–i in high yields.


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Comment

Under the catalytic conditions, micelles of Ru16C were generated in situ [critical micelle concentration (CMC) = 0.38 mM], the hydrophobic cores of which behaved as nano-vessels to promote the photocatalytic reactions.


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Publication History

Article published online:
23 June 2025

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