Issue 17, 2025

Iron-catalyzed peroxidation of fluorenes and 9-alkyl-9H-fluorenes and oxidative cleavage of the C[double bond, length as m-dash]C bond in 9-alkylidene-fluorenes

Abstract

A newly developed (NNN)FeCl2 complex was used as an efficient catalyst for the quaternary peroxidation of 9-alkyl-9H-fluorenes via selective C–H functionalization. This peroxidation involved a radical pathway. Peroxidation of 9H-fluorenes was also performed efficiently. The iron catalyst is also effective for the oxidative cleavage of the C[double bond, length as m-dash]C bond in 9-alkylidene fluorenes to yield 9-fluorenones.

Graphical abstract: Iron-catalyzed peroxidation of fluorenes and 9-alkyl-9H-fluorenes and oxidative cleavage of the C [[double bond, length as m-dash]] C bond in 9-alkylidene-fluorenes

Supplementary files

Article information

Article type
Paper
Submitted
20 Jan 2025
Accepted
21 Mar 2025
First published
25 Mar 2025

Org. Biomol. Chem., 2025,23, 4232-4239

Iron-catalyzed peroxidation of fluorenes and 9-alkyl-9H-fluorenes and oxidative cleavage of the C[double bond, length as m-dash]C bond in 9-alkylidene-fluorenes

R. Saha, B. C. Hembram, A. Panda and B. Bagh, Org. Biomol. Chem., 2025, 23, 4232 DOI: 10.1039/D5OB00102A

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