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A Possible Mechanism of Polymer Formation from α,β-Unsaturated Carbonyl Compounds Under the Influence of Metathesis Catalytic Systems

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Metathesis Polymerization of Olefins and Polymerization of Alkynes

Part of the book series: NATO ASI Series ((ASIC,volume 506))

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Abstract

In 1983 we discovered a new reaction between an olefinic double bond and a carbonyl group which takes place in the presence of WCl6. We used this reaction to transform several α,β-unsaturated carbonyl compounds into substituted polyacetylenes [1]. The new reaction can be described, like the olefin metathesis, as a cleavage of double bonds and generation of new ones. The final result is a redistribution of atoms (C, O), connected with double bonds. We called this new reaction Carbonyl — Olefin Exchange Reaction (COER).

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References

  1. Schopov, I. and Jossifov, Ch. (1983) A carbonyl olefin exchange reaction. New route to conjugated polymers, 1. A new synthesis of polyphenylacetylene, Die Makromol Chem., Rapid Commun. 4, 659–664.

    Article  Google Scholar 

  2. Schopov I., Mladenova, L. and Kovachev, G. (1988) A carbonyl olefin exchange reaction. New route to conjugated polymers, 3. Influence of the reaction conditions, Die Makromol Chem. 189, 1787–1792.

    Article  Google Scholar 

  3. Schopov I. and Mladenova, L. (1985) A carbonyl olefin exchange reaction. New route to conjugated polymers, 2. A new synthesis of polydiphenylacetylene, Die Makromol Chem., Rapid Commun. 6, 659–663.

    Article  Google Scholar 

  4. Schopov I. and Mladenova, L. (1992) Synthesis and properties of methylene bridged polyenes, Synthetic Metals 48, 249–258.

    Article  Google Scholar 

  5. Jossifov, Ch. and Schopov, I. (1993) Synthesis of polymethylacetylene from mesityl oxide, Eur. Polym. J. 29, 621–623.

    Article  CAS  Google Scholar 

  6. Jossifov, Ch. and Schopov, I. (1991) Carbonyl-olefin exchange reaction. A new route to comjugated polymers. 5. Effect of different catalytic systems, Die Makromol Chem., 192, 857–861.

    Article  Google Scholar 

  7. Dragutan A., Balaban A. T. and Dimonie M. (1985) Olefin Metathesis and Ring-Opening Polymerization of Cycloolefins. Editura Academiei Bucuresti and John Wiley and Sons Ltd, Chichester.

    Google Scholar 

  8. Jossifov, Ch. (1993) Specualtions on a possible mechanism of a tungsten catalyzed l,2,3,3-tetraphenylprop-2-en-l-one polymerization, Eur. Polym. J. 29, 9–13.

    Article  CAS  Google Scholar 

  9. Amass, A.J. and McGourtey, T. A. (1980) The mono-metallic initiation of the metathesis polymerization of cyclopentene. 1. Effect of oxygen on the activity of the catalyst, Eur. Polym. J., 16, 235–240.

    Article  CAS  Google Scholar 

  10. Jossifov, Ch. and Schopov, I. (1991) Carbonyl-olefin exchange reaction. A new route to comjugated polymers. 6. Low-molecular weight products, Die Makromol Chem., 192, 863–866.

    Article  Google Scholar 

  11. McMurry, J. E. (1989) Carbonyl-coupling reactions using low-valent titanium, Chem. Rev. 89, 1513–1524.

    Article  CAS  Google Scholar 

  12. Fujiwara, Y., Ishikawa, R., Akiyama, F. and Teranishi, S. (1978) Reductive coupling of carbonyl compounds to olefins by tungsten hexachloride-lithium aluminum hidride and some tungsten and molibdenum carbonyls, J. Org. Chem. 43, 2477–2485.

    Article  CAS  Google Scholar 

  13. Jossifov, Ch. Polymer Formation via reductive coupling of a diketone by metatheis catalyst (in press).

    Google Scholar 

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© 1998 Springer Science+Business Media Dordrecht

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Jossifov, C. (1998). A Possible Mechanism of Polymer Formation from α,β-Unsaturated Carbonyl Compounds Under the Influence of Metathesis Catalytic Systems. In: Imamoglu, Y. (eds) Metathesis Polymerization of Olefins and Polymerization of Alkynes. NATO ASI Series, vol 506. Springer, Dordrecht. https://doi.org/10.1007/978-94-011-5188-7_25

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  • DOI: https://doi.org/10.1007/978-94-011-5188-7_25

  • Publisher Name: Springer, Dordrecht

  • Print ISBN: 978-94-010-6183-4

  • Online ISBN: 978-94-011-5188-7

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