6533b827fe1ef96bd1285ab5

RESEARCH PRODUCT

Darstellung einer homologen Reihe von oligoallylalkoholen mit 1-cyano-1-methylethyl-endgruppen. Beispiel einer mehrfachen matrizenreaktion und einer replicaoligomerisation

Hermann KämmererGünter Hegemann

subject

Hydrolysischemistry.chemical_compoundMole ratioHomologous seriesEnd-groupChemistryPolymer chemistryAllyl alcoholMethyleneAcryloyl chlorideOligomer

description

Reduction and hydrolysis of the ladder oligomers 1, 2, 3, 4, and 5 prepared from the acrylates of oligo (hydroxyphenylene-methylene)s was found to lead to a homologous series of oligo (allylalcohol)s (6a, 7a, 8a, 9a and10a) with good yields. These alcohols were characterized by analytical and spectroscopic methods. The reaction sequences, starting with the esterification of the oligo[(hydroxyphenylene) methylene]s 11a – 11e with acryloyl chloride followed by the formation of the ladder oligomers and ending with their reduction and hydrolysis into the oligo(allyl alcohol)s and the starting compounds 11a – 11e, represent a simple matrix reaction. A mixture of multiple acrylates was also subjected to the same reaction sequences, resulting in a multiple matrix reaction. A mixture of matrix compounds 11b – 11e with a known mole ratio was esterified with acryloyl chloride, then transformed into a mixture of ladder oligomers and subsequently reduced and hydrolyzed to afford a mixture of oligo(allyl alcohol)s with the same mole ratio of the starting matrices as shown by gas chromatographic analysis. This represents a paradigm for a replica oligomerisation.

https://doi.org/10.1002/macp.1984.021850403