Chloroimidazolium deoxyfluorination reagent with H [sub] 2F [sub] 3 [sup] – anion as a sole fluoride source

Griša Grigorij Prinčič (Avtor), Blaž Omahen (Avtor), Jan Jelen (Avtor), Evelin Gruden (Avtor), Gašper Tavčar (Avtor), Jernej Iskra (Avtor)

Povzetek

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.

Ključne besede

alkoholi;anioni;organske kisline;farmacevtiki;reagenti;alcohols;anions;organic acids;pharmaceuticals;reagents;

Podatki

Jezik:	Angleški jezik
Leto izida:	2024
Tipologija:	1.01 - Izvirni znanstveni članek
Organizacija:	UL FKKT - Fakulteta za kemijo in kemijsko tehnologijo
UDK:	547.539.1
COBISS:	206205955
ISSN:	0022-3263
Št. ogledov:	589
Št. prenosov:	193
Ocena:	0 (0 glasov)
Metapodatki:

Ostali podatki

Sekundarni jezik:	Slovenski jezik
Sekundarne ključne besede:	alkoholi;anioni;organske kisline;farmacevtiki;reagenti;
Vrsta dela (COBISS):	Članek v reviji
Strani:	str. 10557-10561
Letnik:	ǂVol. ǂ89
Zvezek:	ǂiss. ǂ15
Čas izdaje:	2 Aug. 2024
DOI:	10.1021/acs.joc.4c00787
ID:	24910844