1,2-dihydroxysubstituted poly(p-xyly1ene)s were synthesized in the presence of samarium(r1)-iodide. The structure and endgroups of the polymers were verified by spectroscopy and chromatography. The structure-property relationships of the poly-1,2-diol structures obtained were investigated. Polymer analogous transformations were carried out for poly- (1,4phenylene-1,2-ethanediol). The reaction parameters were investigated with respect to degrees of polymerization. Although some of the polymers were soluble, precipitation was found to be the reason for limited molecular weights.
Variation of the reaction conditions for the C-C coupling reaction of aromatic carbonyl compounds to their 1,2-diol structures in the presence of samaraium(I1)-iodide led to different diastereoselectivities. The molar ratio of the starting materials, substituents, and solvent variation had a significant influence on 1,2-diol formation. An interpretation of the observed results is suggested. Sterical demands ofthe active complex and an intramolecular samarium-oxygen interaction could lead to the diastereomer ratio obtained.
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