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New Building Blocks in Amide Chemistry— N ‐Lithiobis(trimethylstannyl)amine and N ‐Lithiotrimethylstannyl(trimethylsilyl)amine
Author(s) -
Neumann Christine,
Seifert Thomas,
Storch Wolfgang,
Vosteen Martina,
Wrackmeyer Bernd
Publication year - 2001
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/1521-3773(20010917)40:18<3405::aid-anie3405>3.0.co;2-s
Subject(s) - chemistry , amine gas treating , trimethylsilyl , amide , reactivity (psychology) , monomer , medicinal chemistry , tin , polymer chemistry , organic chemistry , polymer , medicine , alternative medicine , pathology
Monomers as well as dimers have been established for the structures of N ‐lithiostannylamines in the solid state as well as in solution (the picture shows the crystal structure of the monomer [(Me 3 Sn) 2 NLi{(Me 2 NCH 2 CH 2 ) 2 NMe}]). These compounds, which were synthesized for the first time from stannylamines with n ‐butyllithium, are remarkably reactive in solution despite having extremely short Li−N and Sn−N bonds. The selective and successive cleavage of the Li−N and Sn−N bonds under mild conditions holds great promise for their synthetic application.