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Configurational Stability of Vinyllithium Derivatives with 1‐Trimethylsilyl and 1‐Alkoxy Substituents
Author(s) -
Knorr Rudolf,
von Roman Therese Freifrau
Publication year - 1984
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198403661
Subject(s) - alkoxy group , isomerization , trimethylsilyl , stereospecificity , chemistry , connection (principal bundle) , medicinal chemistry , stereochemistry , organic chemistry , mathematics , catalysis , alkyl , geometry
Rate constants and activation parameters for the E/Z isomerization a ⇌ b could be determined by dynamic 1 H‐NMR spectroscopy. 1‐Trimethylsilylvinyllithium isomerizes rapidly, the ethoxy analogue slowly. These findings are of interest in connection with the use of these species for stereospecific syntheses.