Hydroformylation of 1,6-Dienes with Carbonylhydridotris(triphenylphosphine)rhodium

DOI: 10.1039/P19830001929

Source and publish data:

Journal of the Chemical Society. Perkin transactions I p. 1929 - 1935 (1983)

Update date:2022-08-30

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Authors:

Grigg, Ronald

Reimer, Gerald J.

Wade, Alan R.

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Article abstract of DOI:10.1039/P19830001929

Hydroformylation of a number of 1,6-dienes has been achieved at room temperature and atmospheric pressure using as catalyst.Octa-1,6-dienes are hydroformylated specifically at the terminal double bond and good selectivity for the n-aldehyde is observed when a 2:1 mixture of hydrogen and carbon monoxide are used.Both mono- and di-formyl derivatives are formed from 4,4-diacetylhepta-1,6-diene, with a strong preference for n-aldehydes.The effect of catalyst concentration on product distribution is reported.Octa-1,3,7-triene can be selectively hydroformylated by protecting the diene moiety as its cycloadduct with sulphur monoxide or dioxide, and whilst methylenecyclopentane undergoes regiospecific hydroformylation, methylenecyclobutane is isomerised to methylcyclobutene.

Full text of DOI:10.1039/P19830001929

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