Dehydromethylation of alkali metal salts of the utility amide 2,2,6,6-tetramethylpiperidide (TMP)

Alan R. Kennedy, Sarah M. Leenhouts, John J. Liggat, Antonio J. Martínez-Martínez, Kimberley Miller, Robert E. Mulvey, Charles T. O'Hara, Philip O'Keefe, Alan Steven

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Abstract

A general thermolysis reaction for the transformation of Group 1 TMP compounds (LiTMP, NaTMP, KTMP) to 1-aza-allylic TTHP derivatives is reported. TMEDA accelerates the reaction and produces the crystalline complexes [(TMEDA)LiTTHP] and [(TMEDA·NaTTHP)2]. Methane elimination during the transformational process was confirmed via TVA coupled to MS.

Original languageEnglish
Pages (from-to)10588-10591
Number of pages4
JournalChemical Communications
Volume50
Issue number73
Early online date24 Jul 2014
DOIs
Publication statusPublished - 21 Sep 2014

Keywords

  • dehydromethylation
  • alkali metal salts
  • utility amide
  • 2,2,6,6-tetramethylpiperidide
  • general thermolysis reaction
  • LiTMP
  • NaTMP
  • KTMP
  • group 1 TMP compounds
  • crystalline complexes
  • methane elimination
  • lithium TMP

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