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).
Access this chapter
Tax calculation will be finalised at checkout
Purchases are for personal use only
Preview
Unable to display preview. Download preview PDF.
References
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.
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.
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.
Schopov I. and Mladenova, L. (1992) Synthesis and properties of methylene bridged polyenes, Synthetic Metals 48, 249–258.
Jossifov, Ch. and Schopov, I. (1993) Synthesis of polymethylacetylene from mesityl oxide, Eur. Polym. J. 29, 621–623.
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.
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.
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.
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.
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.
McMurry, J. E. (1989) Carbonyl-coupling reactions using low-valent titanium, Chem. Rev. 89, 1513–1524.
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.
Jossifov, Ch. Polymer Formation via reductive coupling of a diketone by metatheis catalyst (in press).
Author information
Authors and Affiliations
Editor information
Editors and Affiliations
Rights and permissions
Copyright information
© 1998 Springer Science+Business Media Dordrecht
About this chapter
Cite this chapter
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
Download citation
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
eBook Packages: Springer Book Archive