Bulletin of the Chemical Society of Japan p. 828 - 835 (1993)
Update date:2022-08-05
Topics:
Ohba, Yoshihiro
Irie, Keisaku
Zhang, Fu Sheng
Sone, Tyo
A series of compounds in which a part or all of the methylene bridges of acyclic p-t-butylphenol-formaldehyde oligomers are replaced by C=O bridge(s) has been synthesized.The carbonyl-bridged tetramers, except for that with no methylene bridge, formed crystalline host-guest complexes with various organic compounds; those with two C=O bridges were superior regarding complexation, regardless of the position of the bridges.Exclusive guest selectivity of the tetramer with one terminal C=O bridge was observed for benzene and its methyl derivatives in a two-component system.The fully carbonyl-bridged dimer, trimer, tetramer, and pentamer had no complexing-capability.The thermal stability of benzene complexes (host : guest = 2 : 1) of the tetramers with one C=O bridge, as estimated from their thermal dissociation rates, are remarkably lower than that of the parent tetramer.Oximes derived from the tetramers with one C=O bridge were much more effective than the corresponding carbonyl-bridged ones regarding their complex-forming capability.
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