Direct Access to Acylboranes via Formal Condensation of Carboxylic Acids with Ligated Boranes

The unique synthetic potential of acylboron species has long attracted attention from the synthetic chemistry community, but their broader application has been limited by challenges associated with their preparation. In this work, we report a mechanistically distinct radical-based C(acyl)-B cross-coupling strategy that enables a "formal condensation" between readily available carboxylic acids and easily accessible ligated boranes. The success of this transformation relies on the distinctive use of a phosphonite ligand, which achieves an optimal balance between the stability and reactivity of the borane moiety. This method demonstrates a broad substrate scope with high practical utility, and its strategic value has been further highlighted through diverse downstream derivatizations of the resulting acylborane compounds.

Authors

Institutions

Publication Details

Journal
Angewandte Chemie International Edition
Published
2025-11-17
DOI
https://doi.org/10.1002/anie.202516826
Citations
2
Primary Topic
Organoboron and organosilicon chemistry
Type
article
Field-Weighted Citation Impact
1.87

Funders

Controls
|||
ALL TIME
JAN
FEB
MAR
APR
MAY
JUN
JUL
AUG
SEP
OCT
article

Direct Access to Acylboranes via Formal Condensation of Carboxylic Acids with Ligated Boranes

Tian Qin, Chao Hu, Rohan R. Merchant, Shuming Chen et al.
2 citations
Angewandte Chemie International Edition
Organoboron and organosilicon chemistry
1.87
article

Direct Access to Acylboranes via Formal Condensation of Carboxylic Acids with Ligated Boranes

Tian Qin, Chao Hu, Rohan R. Merchant, Shuming Chen, Chen‐Yan Cai, Katherine E. Colbaugh
article en
2 citations

Abstract

The unique synthetic potential of acylboron species has long attracted attention from the synthetic chemistry community, but their broader application has been limited by challenges associated with their preparation. In this work, we report a mechanistically distinct radical-based C(acyl)-B cross-coupling strategy that enables a "formal condensation" between readily available carboxylic acids and easily accessible ligated boranes. The success of this transformation relies on the distinctive use of a phosphonite ligand, which achieves an optimal balance between the stability and reactivity of the borane moiety. This method demonstrates a broad substrate scope with high practical utility, and its strategic value has been further highlighted through diverse downstream derivatizations of the resulting acylborane compounds.

Angewandte Chemie International EditionVol. 65(1)
Merck & Co., Inc., Rahway, NJ, USA (United States) (US), Oberlin College (US), The University of Texas Southwestern Medical Center (US)
National Science Foundation, University of Texas Southwestern Medical Center, National Institutes of Health, Division of Chemistry
Openalex Percentile: Top 13%
Organoboron and organosilicon chemistry
1.87
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.