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An Effective Method to Introduce Carbon Acid Functionality: 2,2‐Bis(trifluoromethanesulfonyl)ethylation Reaction of Arenes
Author(s) -
Yanai Hikaru,
Ogura Hiroshi,
Fukaya Haruhiko,
Kotani Akira,
Kusu Fumiyo,
Taguchi Takeo
Publication year - 2011
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201102023
Subject(s) - regioselectivity , carbon fibers , chemistry , catalysis , organic chemistry , group (periodic table) , combinatorial chemistry , computer science , algorithm , composite number
Introducing strong acids : The reaction of electron‐rich arenes with Tf 2 CHCH 2 CHTf 2 (Tf=trifluoromethanesulfonyl; triflyl) smoothly gave 2,2‐bis(triflyl)ethylated arenes. This reaction provides a convenient methodology for the introduction of a Tf 2 CH group, which is known to be a strongly Brønsted acidic functionality, to organic compounds in a regioselective manner (see scheme). On the basis of this reaction, significantly active and thermally stable carbon acid catalysts were developed.