Manganese-Catalyzed Oxazoline-Directed C–H Addition of Arenes to Unsaturated Polar Bond: Experimental and Computational Study

The direct C-H aromatic addition to unsaturated polar bonds using abundant metals such as Mn and Co is scarce, and it has been mainly limited to the use of pyridine as a directing group. In this work, we introduce for the first time the use of oxazoline as a more versatile motif for this transformation, which can be further derivatized in other functional groups. The proposed mechanism shows a base-assisted formation of an Mn-tricarbonyl as the active species in the catalytic cycle, in contrast to the most reported Mn-tetracarbonyl complex. The mechanism was validated by experimental and DFT studies.

Authors

Institutions

Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-10-15
DOI
https://doi.org/10.1021/acs.joc.5c01326
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
0.00
Controls
|||
ALL TIME
JAN
FEB
MAR
APR
MAY
JUN
JUL
AUG
SEP
OCT
article

Manganese-Catalyzed Oxazoline-Directed C–H Addition of Arenes to Unsaturated Polar Bond: Experimental and Computational Study

Sebastián Gallardo‐Fuentes, Tomás Chávez-Vega, Marcelo Vilches‐Herrera, Ramiro Robles‐Henríquez et al.
The Journal of Organic Chemistry
Catalytic C–H Functionalization Methods
article

Manganese-Catalyzed Oxazoline-Directed C–H Addition of Arenes to Unsaturated Polar Bond: Experimental and Computational Study

Sebastián Gallardo‐Fuentes, Tomás Chávez-Vega, Marcelo Vilches‐Herrera, Ramiro Robles‐Henríquez, Tamara Maldonado, Susan Lühr, Omar Jamis-Oliva, Andrés F. Flor-López
article en

Abstract

The direct C-H aromatic addition to unsaturated polar bonds using abundant metals such as Mn and Co is scarce, and it has been mainly limited to the use of pyridine as a directing group. In this work, we introduce for the first time the use of oxazoline as a more versatile motif for this transformation, which can be further derivatized in other functional groups. The proposed mechanism shows a base-assisted formation of an Mn-tricarbonyl as the active species in the catalytic cycle, in contrast to the most reported Mn-tetracarbonyl complex. The mechanism was validated by experimental and DFT studies.

The Journal of Organic ChemistryVol. 90(42)
National University of Tucumán (AR), Pontificia Universidad Católica de Valparaíso (CL), University of Chile (CL)
Openalex Percentile: Top 78%
Catalytic C–H Functionalization Methods
AI Navigator

Ask Laika to Summarize, Analyze, and Connect papers live on the map.

Summarize Papers & Methodologies

Extract key findings, datasets, and comparative methods across publications.

Benchmark Rankings & Visual Analytics

Rank top research institutions, authors, funders, topics, and journals by Field-Weighted Citation Impact (FWCI) and paper volume with instant charts.

Connect Distant Disciplines

Bridge topological clusters on the map to find hidden collaborative intersections.