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Alkyllithium Anionic Polymerization Initiators in Hydrocarbon Solvents by S. Bywater; D.J. Worsfold is a Chemistry article available to read on EtoBox.

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The very large effect of solvents in the reactions of organometallic compounds when changing from non-polar to polar solvents is generally recognized\_ But the marked difference in behaviour of alkyllithiums, at least in their reactions with olefins, when the reaction medium is changed from saturated hydrocarbons to the more polarizable aromatic solvents is generally overlooked. In hydrocarbon solvents generally, the alkyllithiums are associated, sixfold for ethyl and n-butyllithiuml, and fourfold for tert-butyllithium2\_ In aromatic solvents the kinetics of the addition of these alkyllithiums to olefins are consistent with a simple equilibrium dissociation to a small amount of a monomeric form which then adds in a simple bimolecular reaction to the olefm. This scheme is valid for the addition of n-butyllithium to styrene3 and to diphenylethylene where the order is i 4, and the addition of tert-butyllithium to diphenylethylene5 where the order found was $\_ [RLi], P n RLi RLi + C6H5CH%H2 -C6H,CHCH2R -Lit In de saturated solvent cyclohexane, this scheme breaks down, and completely different behaviour is found. In the addition of n-butyllithium to styrene, isoprene and butadiene6\*'

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Author

S. Bywater; D.J. Worsfold

Publisher

Elsevier Science; Elsevier ; Elsevier BV (ISSN 0022-328X)

Published

1967

Language

EN

Field

Chemistry (Physical Sciences)