Room temperature carbonylation of (Hetero) aryl pentafluorobenzenesulfonates and triflates using palladium-cobalt bimetallic catalyst: dual role of cobalt carbonyl

Joseph, Jayan T. and Sajith, Ayyiliath M. and Ningegowda, R. C. and Sheena, S. (2017) Room temperature carbonylation of (Hetero) aryl pentafluorobenzenesulfonates and triflates using palladium-cobalt bimetallic catalyst: dual role of cobalt carbonyl. Advanced Synthesis & Catalysis, 359 (3). pp. 419-425. ISSN 1615-4169

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Official URL: https://dx.doi.org/10.1002/adsc.201600736

Abstract

Abstract An efficient method for the carbonylation of (hetero) aryl pentafluorobenzenesulfonates and triflates under exceptionally mild conditions using palladium/dicobalt octacarbonyl Pd/Co2(CO)8 has been developed. Besides acting as carbon monoxide (CO) source, Co2(CO)8 enhances the reaction rate by accelerating the CO insertion through an in situ generated bimetallic palladium cobalt tetracarbonyl Pd-Co(CO)4 complex. Under the optimized reaction condition, carbonylation of a wide range of activated and deactivated, as well as sterically hindered and heteroaromatic, substrates proceeded efficiently at room temperature. The high chemoselectivity and improved synthesis of biologically relevant Isoguvacine and Lazabemide intermediates highlights its scope as a valuable synthetic method. The generality of this protocol was further extended to other electrophiles (bromides, chlorides and tosylates).

Item Type: Article
Uncontrolled Keywords: bimetallic catalysis, carbonylation, chemoselectivity, cobalt, palladium
Subjects: C Chemical Science > Chemistry
Divisions: Department of > Chemistry
Depositing User: C Swapna Library Assistant
Date Deposited: 14 Jun 2019 09:33
Last Modified: 28 Jun 2019 09:54
URI: http://eprints.uni-mysore.ac.in/id/eprint/3092

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