Chloroimidazolium deoxyfluorination reagent with H$_2$F$_3$$^–$ anion as a sole fluoride source

In the study, we introduce an air-stable NHC-based deoxyfluorination reagent ImCl[H$_2$F$_3$], offering a promising avenue for deoxyfluorination across various substrates. Reagent efficiently fluorinates benzyl alcohols, carboxylic acids, and P(V) compounds without external fluoride sources. A mechanistic study reveals a twostep process involving benzyl chloride as an intermediate, shedding light on the two-step reaction pathway. The Hammet plot provides insights into reaction mechanisms with different substrates, enhancing our understanding of this versatile deoxyfluorination method.

Publication Details

Journal
Repository of the University of Ljubljana (University of Ljubljana)
Published
2024-09-04
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
0.00
Controls
|||
ALL TIME
JAN
FEB
MAR
APR
MAY
JUN
JUL
AUG
SEP
OCT
article

Chloroimidazolium deoxyfluorination reagent with H$_2$F$_3$$^–$ anion as a sole fluoride source

Repository of the University of Ljubljana (University of Ljubljana)
Fluorine in Organic Chemistry
article

Chloroimidazolium deoxyfluorination reagent with H$_2$F$_3$$^–$ anion as a sole fluoride source

article en

Abstract

In the study, we introduce an air-stable NHC-based deoxyfluorination reagent ImCl[H$_2$F$_3$], offering a promising avenue for deoxyfluorination across various substrates. Reagent efficiently fluorinates benzyl alcohols, carboxylic acids, and P(V) compounds without external fluoride sources. A mechanistic study reveals a twostep process involving benzyl chloride as an intermediate, shedding light on the two-step reaction pathway. The Hammet plot provides insights into reaction mechanisms with different substrates, enhancing our understanding of this versatile deoxyfluorination method.

Repository of the University of Ljubljana (University of Ljubljana)
Openalex Percentile: Top 59%
Fluorine in Organic Chemistry
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.

Chloroimidazolium deoxyfluorination reagent with H$_2$F$_3$^–$ anion as a sole fluoride source · Repository of the University of Ljubljana (University of Ljubljana) (2024) | TGRS Research Map | TGRS