Issue 55, 2024

Efficient carbene transfer reactivity mediated by Fe(ii) complexes supported by bulky alkoxides

Abstract

Herein we describe the stoichiometric and catalytic carbene-transfer reactivity of iron(II) alkoxide complexes with iodonium ylide precursors. Treatment of PhIC(CO2Me)2 with styrene in the presence of catalytic amounts of several different Fe(OR)2(THF)2 precursors results in efficient cyclopropanation for a variety of styrenes. Computational and reactivity studies suggest a novel remote metallocarbene/vinyl radical intermediate, Fe(OR)22-(O[double bond, length half m-dash]C(OMe))2C), which could be responsible for the reactive nature of the catalyst.

Graphical abstract: Efficient carbene transfer reactivity mediated by Fe(ii) complexes supported by bulky alkoxides

Supplementary files

Article information

Article type
Communication
Submitted
30 Apr 2024
Accepted
13 Jun 2024
First published
14 Jun 2024
This article is Open Access
Creative Commons BY-NC license

Chem. Commun., 2024,60, 7033-7036

Efficient carbene transfer reactivity mediated by Fe(II) complexes supported by bulky alkoxides

L. W. Kulathungage, S. S. Kurup, E. A. Browne, G. H. Spalink, C. L. Ward, R. L. Lord and S. Groysman, Chem. Commun., 2024, 60, 7033 DOI: 10.1039/D4CC02108H

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