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

Alan R. Kennedy | Zendy; Sarah M. Leenhouts | Zendy; John J. Liggat | Zendy; Antonio J. Martı́nez-Martı́nez | Zendy; Kimberley Miller | Zendy; Robert E. Mulvey | Zendy; Charles T. O’Hara | Zendy; Philip O’Keefe | Zendy; Alan Steven | Zendy

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

Author(s) -

Alan R. Kennedy,

Sarah M. Leenhouts,

John J. Liggat,

Antonio J. Martı́nez-Martı́nez,

Kimberley Miller,

Robert E. Mulvey,

Charles T. O’Hara,

Philip O’Keefe,

Alan Steven

Publication year - 2014

Publication title -

chemical communications

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.837

H-Index - 333

eISSN - 1364-548X

pISSN - 1359-7345

DOI - 10.1039/c4cc04959d

Subject(s) - chemistry , allylic rearrangement , amide , alkali metal , thermal decomposition , medicinal chemistry , group (periodic table) , metal , inorganic chemistry , organic chemistry , catalysis

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.

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