Triflyl group

In organic chemistry, the triflyl group (systematic name: trifluoromethanesulfonyl group) is a functional group with the formula R−SO2CF3 and structure R−S(=O)2−CF3. The triflyl group is often represented by –Tf.

The related triflate group (trifluoromethanesulfonate) has the formula R−OSO2CF3, and is represented by –OTf.[1]

See also
  • Triflyl azide, TfN3
  • Trioctylmethylammonium bis(trifluoromethylsulfonyl)imide, [MeN(C
    8    H
    17    )+
    3    ][NTf−
    2    ]
  • Comins' reagent
  • Bis(trifluoromethanesulfonyl)aniline[2]
  • Triflic anhydride (CF3SO2)2O is a very strong triflating agent.[3]

References
  1. Smith, Michael B.; March, Jerry (2007). March's Advanced Organic Chemistry (6th ed.). John Wiley & Sons. p. 497. ISBN 978-0-471-72091-1.
  2. Zeller, Wayne E.; Schwörer, Ralf (2009). "N-Phenyltrifluoromethanesulfonimide". E-EROS Encyclopedia of Reagents for Organic Synthesis. doi:10.1002/047084289X.rp142.pub2. ISBN 978-0471936237.
  3. Baraznenok, Ivan L.; Nenajdenko, Valentine G.; Balenkova, Elizabeth S. (May 2000). "Chemical Transformations Induced by Triflic Anhydride". Tetrahedron. 56 (20): 3077–3119. doi:10.1016/S0040-4020(00)00093-4.
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