Mono- and di(functionally-substituted phenylene) semi-rigid crow

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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C07D32300

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053310985

ABSTRACT:
Bis(carboalkoxy-substituted m-phenylene)-32-crown-10 compounds, useful as polymerizable monomers, can be formed in one step by reacting a functionalized dihydroxy aromatic compound with a dihalopolyether. In the same reaction, carboalkoxy-substituted m-phenylene-16-crown-5 is formed. Other mono- and di-functionalized bis(phenylene) crown ethers can be made by one step as well as multistep synthesis from similar starting materials.

REFERENCES:
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M. J. Gunter et al., "A Porphyrin-Based Crown Ether Co-Receptor for the Complexation of Paraquat", Tetrahedron Letters, vol. 31, No. 33, pp. 4801-4804 (1990).
B. L. Allwood et al., "Complexation of Diquat by a Bisparaphenylene-34-Crown-10 Derivative", J. Chem. Soc., Chem. Commun., 1987, pp. 1061-1064.
B. L. Allwood et al., "A Comparison of the Receptor Stereochemistry in [Pt(bipy)(NH.sub.3).sub.2. Dinaphtho-30-crown-10][PF.sub.6 ].sub.2 and [Diquat.Dinaphtho-30-crown-10][PF.sub.6 ].sub.2 (bipy=2,2'-bipyridine)", J. Chem. Soc., Chem. Commun. 1987, pp. 1054-1058.
B. L. Allwood et al., "Complexation of Paraquat and Diquat by a Bismetaphenylene-32-crown-10 Derivative", J. Chem. Soc., Chem. Commun., 1987, pp. 1058-1061.
S. S. Moore et al., "Host-Guest Complexation. 4. Remote Substituent Effects on Macrocyclic Polyether Binding to Metal and Ammonium Ions", Journal of the American Chemical Society, 99:19, Sep. 14, 1977, pp. 6398-6405.

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