4.8 Article

Silver-Exchanged Zeolite Y Catalyzes a Selective Insertion of Carbenes into C-H and O-H Bonds

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 145, Issue 45, Pages 24736-24745

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jacs.3c08317

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Commercially available zeolite Y has been used to modulate the catalytic activity and selectivity of ultrasmall silver species during the Buchner reaction and the carbene addition. By exchanging the counter cations of the zeolite framework, the zeolite acts as a macroligand to tune the silver catalytic site. This cheap and recyclable solid catalyst enables the in situ formation of carbenes and selective insertion into C-H and C-O bonds.
Commercially available zeolite Y modulates the catalytic activity and selectivity of ultrasmall silver species during the Buchner reaction and the carbene addition to methylene and hydroxyl bonds, by simply exchanging the counter cations of the zeolite framework. The zeolite acts as a macroligand to tune the silver catalytic site, enabling the use of this cheap and recyclable solid catalyst for the in situ formation of carbenes from diazoacetate and selective insertion in different C-H (i.e., cyclohexane) and C-O (i.e., water) bonds. The amount of catalyst in the reaction can be as low as <= 0.1 mol % silver. Besides, this reactivity allows deeply drying the HY zeolite framework by making the strongly adsorbed water molecules react with the in situ formed carbenes.

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