AI Article Synopsis
- A new method for the oxidative C-H alkenylation of benzoic acid using [Ru(η-CH)Cl] catalyst has been developed, operating efficiently in water at mild temperatures (60 °C).
- The reaction shows regioselectivity, producing mono-olefinated products when using activated alkenes like acrylates, while both mono and diolefinated products emerge from unactivated alkenes such as styrene.
- A novel five-membered cyclic compound was formed from vinylferrocene as a coupling partner, indicating a unique reactivity profile compared to other alkenes.
Article Abstract
Herein, we report an efficient [Ru(η-CH)Cl] catalyzed oxidative C-H alkenylation of benzoic acid in the green solvent water. A regioselective olefination of benzoic acid with functionalized alkenes like styrene and acrylate was established at a very mild condition of 60 °C temperature and in an aqueous medium. In contrast to the cyclization of the carboxylic group, a selective -olefination product of benzoic acid was observed with the acrylate. Moreover, a selective formation of mono-olefinated products were observed with activated olefins (acrylate), while mono and diolefinated products were recorded with unactivated olefins (styrene). In contrast to the reactivity of acrylates and styrenes, a fruitful development and formation of a novel five-member cyclic ring, i.e., the ()-3-ferrocenylideneisobenzofuran-1(3)-one, was observed when vinylferrocene was considered as a coupling partner for the reaction.
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| http://dx.doi.org/10.1021/acs.joc.4c00948 | DOI Listing |
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Article Synopsis
- A new method for the oxidative C-H alkenylation of benzoic acid using [Ru(η-CH)Cl] catalyst has been developed, operating efficiently in water at mild temperatures (60 °C).
- The reaction shows regioselectivity, producing mono-olefinated products when using activated alkenes like acrylates, while both mono and diolefinated products emerge from unactivated alkenes such as styrene.
- A novel five-membered cyclic compound was formed from vinylferrocene as a coupling partner, indicating a unique reactivity profile compared to other alkenes.
Aerobic oxidation of alkylarenes and polystyrene waste to benzoic acids a copper-based catalyst.
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December 2024
State Key Laboratory of Supramolecular Structure and Materials, College of Chemistry, Jilin University Changchun Jilin 130012 China
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