Reaction of α-Iodoalkyldifluoroboranes with Copper(II) Carboxylates via a Tetracoordinate Boron Intermediate

Abstract The reaction of α-iodoalkyldifluoroboranes with copper(II) carboxylates affords α-acyloxyalkyldifluoroboranes. In this process, the high Lewis acidity of alkyldifluoroboranes constitutes the driving force for the formation of a tetracoordinate boron intermediate, as suggested by 11B NMR spectroscopy analysis, which is an important intermediate in the formation of the desired products.

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Publication Details

Journal
Organic Letters
Published
2026-09-16
DOI
https://doi.org/10.1021/acs.orglett.6c03272
Primary Topic
Organoboron and organosilicon chemistry
Type
article
Field-Weighted Citation Impact
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article

Reaction of α-Iodoalkyldifluoroboranes with Copper(II) Carboxylates via a Tetracoordinate Boron Intermediate

Mitsuhiro Ueda, Naoya Taniguchi, Hiroki Mukunashi
Organic Letters
Organoboron and organosilicon chemistry
article

Reaction of α-Iodoalkyldifluoroboranes with Copper(II) Carboxylates via a Tetracoordinate Boron Intermediate

Mitsuhiro Ueda, Naoya Taniguchi, Hiroki Mukunashi
article en

Abstract

Abstract The reaction of α-iodoalkyldifluoroboranes with copper(II) carboxylates affords α-acyloxyalkyldifluoroboranes. In this process, the high Lewis acidity of alkyldifluoroboranes constitutes the driving force for the formation of a tetracoordinate boron intermediate, as suggested by 11B NMR spectroscopy analysis, which is an important intermediate in the formation of the desired products.

Organic Letters
Osaka Prefecture University (JP), Metropolitan University (RS), Metropolitan University (VE), Tokyo Metropolitan University (JP)
Clean water and sanitation
Openalex Percentile: Top 21%
Organoboron and organosilicon chemistry
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