Article ; Online: Pyrimidopteridine-catalyzed Photo-mediated Hydroacetoxylation.
Chemistry (Weinheim an der Bergstrasse, Germany)
2022 Volume 28, Issue 57, Page(s) e202201761
Abstract: Herein we report a photo-mediated formal addition of carboxylic acids to activated alkenes catalyzed by a pyrimidopteridine photoredox catalyst. The decarboxylation of aliphatic carboxylic acids upon single-electron oxidation is countered in the presence ...
Abstract | Herein we report a photo-mediated formal addition of carboxylic acids to activated alkenes catalyzed by a pyrimidopteridine photoredox catalyst. The decarboxylation of aliphatic carboxylic acids upon single-electron oxidation is countered in the presence of electron-rich alkenes and a hydroacetoxylation is observed. Mechanistic proposals have been made based on CV measurements, competitive Stern-Volmer quenching and EPR experiments. Evidence that tetra-N-substituted pyrimidopteridines function as dual photoredox and hydrogen atom transfer catalyst was supported by spectroscopic means. |
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MeSH term(s) | Alkenes/chemistry ; Carboxylic Acids/chemistry ; Catalysis ; Hydrogen/chemistry ; Oxidation-Reduction |
Chemical Substances | Alkenes ; Carboxylic Acids ; Hydrogen (7YNJ3PO35Z) |
Language | English |
Publishing date | 2022-08-24 |
Publishing country | Germany |
Document type | Journal Article |
ZDB-ID | 1478547-X |
ISSN | 1521-3765 ; 0947-6539 |
ISSN (online) | 1521-3765 |
ISSN | 0947-6539 |
DOI | 10.1002/chem.202201761 |
Database | MEDical Literature Analysis and Retrieval System OnLINE |
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