Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 26, Issue 62, Pages 14229-14235Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.202001893
Keywords
organocatalysis; photochemistry; photorelease; ruthenium complexes; time-resolved spectroscopy
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Funding
- Spanish Ministry of Science, Innovation and Universities [CTQ2017-89832-P]
- University of Huelva [UHU-9-542-2019]
- Generalitat Valenciana [2017-075]
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The light-gated organocatalysis via the release of 4-N,N-dimethylaminopyridine (DMAP) by irradiation of the [Ru(bpy)(2)(DMAP)(2)](2+)complex with visible light was investigated. As model reaction the acetylation of benzyl alcohols with acetic anhydride was chosen. The pre-catalyst releases one DMAP molecule on irradiation at wavelengths longer than 455 nm. The photochemical process was characterized by steady-state irradiation and ultrafast transient absorption spectroscopy. The latter enabled the observation of the(3)MLCT state and the spectral features of the penta-coordinated intermediate [Ru(bpy)(2)(DMAP)](2+). The released DMAP catalyzes the acetylation of a wide range of benzyl alcohols with chemical yields of up to 99 %. Control experiments revealed unequivocally that it is the released DMAP which takes the role of the catalyst.
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