Synthesis and α-substitution reactions of methoxime derivatives of alkene-carbon monoxide alternating copolymers

Abstract

Poly(1-methoxyiminotrimethylene) 5 and poly[(1-meth-oxyiminotrimethylene)-co-(1-methoxyimino-3-methyltrimethylene)] 6, prepared by reaction of ethene/propene–carbon monoxide alternating copolymers with methoxylamine, undergo α-substitution on treatment with BuLi followed by addition of electrophiles such as MeI.

References

1. A. Sen, Adv. Polym. Sci., 1986, 73/74, 125.
2. E.g. J.-T. Chen, Y.-S. Yeh and A. Sen, J. Chem. Soc., Chem. Commun., 1989, 965; A. Sen, Z. Jiang and J.-T. Chen, Macromolecules, 1989, 22, 2014; Z. Jiang and A. Sen, Macromolecules, 1992, 25, 880.
3. Z. Jiang, S. Sanganeria and A. Sen, J. Polym. Sci., Polym. Chem. Ed., 1994, 32, 841.
4. M. J. Green, A. R. Lucy, S.-Y. Lu and R. M. Paton, J. Chem. Soc., Chem. Commun., 1994, 2063.
5. S.-Y. Lu, R. M. Paton, M. J. Green and A. R. Lucy, Eur. Polym. J., 1996, 32, 1285.
6. S. Shatzmiller and R. Lidor, Synthesis, 1983, 590.
7. T. A. Spencer and C. W. Leong, Tetrahedron Lett., 1975, 3889; R. R. Fraser and K. L. Dhawan, J. Chem. Soc., Chem. Commun., 1976, 674; H. Ensley and R. Lohr, Tetrahedron Lett., 1978, 1418.