W. Glaze, J. E. Hanicak, M. Moore
Oct 16, 1972
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0
Influential Citations
63
Citations
Journal
Journal of Organometallic Chemistry
Abstract
Abstract tert-Butyllithium and 1,3-butadiene react in hydrocarbon solvents in 1 1 molar ratio to yield cis - and trans -neopentylallyllithium(NpALi). Proton NMR data indicate that the ratio of trans to cis isomers under the conditions used, and that the isomers do not equilibrate up to 70°. No evidence for the secondary isomer 1-NpALi (V) is observed. The upfield chemical shift of the 3-proton in NpALi is interpreted in terms of partial delocalization of charge within the allyl system, and is consistent with IR and UV absorption data.