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The stereochemistry of the palladium-catalysed hydrogenation of allenes

โœ Scribed by L. Crombie; P.A. Jenkins; D.A. Mitchard; J.C. Williams

Publisher
Elsevier Science
Year
1967
Tongue
French
Weight
322 KB
Volume
8
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

An allene of appropriate substitution has four distinguishable attitudes of presentation to a solid catalyst (Ip-IVp) leading by 1,2-a-addition to four different olefins (I-IV). (Received in UK 30 June 1967) on approach of the oriented allene to the catalyst might be expected to be important whether transition states for forming a re-QbridisedQ-intermediate' or forming, or 'half hydrogenating', a v-complexed intermediate l-4 are considered. Addition of hydrogen to give the 'half-hydrogenated' species (VI) leads to (I). However, addition to give the alternative (VII), in which the hydrogen addition occurred initially at the central / Produced as enantiomorph of species illustrated.

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