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On the anionic polymerization of dialkylaminoisoprenes, 3. A nuclear magnetic resonance study of the structure of oligo[5-(N,N-diisopropylamino)isoprenyllithium] by Cesar Petzhold; Heinz Kolshorn; Reimund Stadler is a Materials Science article available to read on EtoBox.

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The structure of oligo[5-N,N-diisopropylamino)isoprenyllithium] (number-average degree of polymerization P , = 1 -2) prepared by reaction of alkyllithium with 5-(N,N-diisopropylamino)isoprene b, in nonpolar (benzene) and polar (tetrahydrofuran) solvents has been studied by ' H and I3C NMR spectroscopy. In tetrahydrofuran, as expected, the negative charge at the terminal chain unit is more delocalized than in benzene and, consequently, the carbon-lithium bond has a more ionic character. In both solvents the living chain end shows a cisoid-4,l-structure. No cistransisomerization could be detected. This independence of the carbanion structure of the solvent polarity is explained by the complexation of the Li' counter ion to the amino group of the terminal monomer unit and by the bulkiness of the isopropyl side groups, which hinder isornerization and favour the cisoid conformation of the living chain end. a) Part 2 cf. ref. 5, b, System. name: N,N-diisopropyl-2-vinylallylamine.

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Author

Cesar Petzhold; Heinz Kolshorn; Reimund Stadler

Publisher

John Wiley and Sons; Wiley (John Wiley & Sons); John Wiley & Sons Ltd.; Wiley (ISSN 1022-1352)

Published

1995

Language

EN

Field

Materials Science (Physical Sciences)