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Superelectrophilic Csp3–H bond fluorination of aliphatic amines in superacid: the striking role of ammonium–carbenium dications.

Authors :
Artault, M.
Mokhtari, N.
Cantin, T.
Martin-Mingot, A.
Thibaudeau, S.
Source :
Chemical Communications; 6/4/2020, Vol. 56 Issue 44, p5905-5908, 4p
Publication Year :
2020

Abstract

The superacid-promoted electrophilic Csp<superscript>3</superscript>–H bond activation of aliphatic amines generates superelectrophilic species that can be subsequently fluorinated. Demonstrated by low-temperature in situ NMR experiments, the ammonium–carbenium dications, crucial for this reaction, can also react with C–H bonds opening future synthesis perspectives for this mode of activation. [ABSTRACT FROM AUTHOR]

Subjects

Subjects :
ALIPHATIC amines
FLUORINATION

Details

Language :
English
ISSN :
13597345
Volume :
56
Issue :
44
Database :
Complementary Index
Journal :
Chemical Communications
Publication Type :
Academic Journal
Accession number :
143550702
Full Text :
https://doi.org/10.1039/d0cc02081h