The relative reactivity of 2,3-dicarbomethoxy-5-norbornenes in metathesis polymerization using the original N-chelating ruthenium carbene complex

Abstract

¹H NMR spectroscopy is used to study the kinetics of metathesis copolymerization of three isomeric 2,3-dicarbomethoxy-5-norbornenes using the original N-chelating ruthenium carbene complex. Based on the experimental data the copolymerization constants of isomeric 2,3-dicarbomethoxy-5-norbornenes are calculated. It is shown that the relative reactivity of endic acid dimethyl ester-(1R,2S,3R,4S)-dimethyl bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate is almost two times lower than the corresponding values for (1R,2R,3S,4S)-dimethyl bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate, which confirms earlier findings of steric hindrance in the orientation of the monomer due to the carbene catalyst.

Original language	English
Article number	40130
Journal	Journal of Applied Polymer Science
Volume	131
Issue number	8
DOIs	https://doi.org/10.1002/app.40130
Publication status	Published - 15 Apr 2014

Keywords

Copolymerization constants
Dimethyl bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate
Metathesis copolymerization catalyst Hoveyda-Grubbs II
The rate constant

ASJC Scopus subject areas

Materials Chemistry
Polymers and Plastics
Surfaces, Coatings and Films
Chemistry(all)

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10.1002/app.40130

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Ashirov, R. V., Zemlyakov, D., Lyapkov, A. A., Kiselev, S., & Vervacke, D. (2014). The relative reactivity of 2,3-dicarbomethoxy-5-norbornenes in metathesis polymerization using the original N-chelating ruthenium carbene complex. Journal of Applied Polymer Science, 131(8), [40130]. https://doi.org/10.1002/app.40130

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title = "The relative reactivity of 2,3-dicarbomethoxy-5-norbornenes in metathesis polymerization using the original N-chelating ruthenium carbene complex",

abstract = " 1H NMR spectroscopy is used to study the kinetics of metathesis copolymerization of three isomeric 2,3-dicarbomethoxy-5-norbornenes using the original N-chelating ruthenium carbene complex. Based on the experimental data the copolymerization constants of isomeric 2,3-dicarbomethoxy-5-norbornenes are calculated. It is shown that the relative reactivity of endic acid dimethyl ester-(1R,2S,3R,4S)-dimethyl bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate is almost two times lower than the corresponding values for (1R,2R,3S,4S)-dimethyl bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate, which confirms earlier findings of steric hindrance in the orientation of the monomer due to the carbene catalyst.",

keywords = "Copolymerization constants, Dimethyl bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate, Metathesis copolymerization catalyst Hoveyda-Grubbs II, The rate constant",

author = "Ashirov, {R. V.} and D. Zemlyakov and Lyapkov, {A. A.} and S. Kiselev and Dirk Vervacke",

year = "2014",

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AU - Zemlyakov, D.

AU - Lyapkov, A. A.

AU - Kiselev, S.

AU - Vervacke, Dirk

PY - 2014/4/15

Y1 - 2014/4/15

N2 - 1H NMR spectroscopy is used to study the kinetics of metathesis copolymerization of three isomeric 2,3-dicarbomethoxy-5-norbornenes using the original N-chelating ruthenium carbene complex. Based on the experimental data the copolymerization constants of isomeric 2,3-dicarbomethoxy-5-norbornenes are calculated. It is shown that the relative reactivity of endic acid dimethyl ester-(1R,2S,3R,4S)-dimethyl bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate is almost two times lower than the corresponding values for (1R,2R,3S,4S)-dimethyl bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate, which confirms earlier findings of steric hindrance in the orientation of the monomer due to the carbene catalyst.

AB - 1H NMR spectroscopy is used to study the kinetics of metathesis copolymerization of three isomeric 2,3-dicarbomethoxy-5-norbornenes using the original N-chelating ruthenium carbene complex. Based on the experimental data the copolymerization constants of isomeric 2,3-dicarbomethoxy-5-norbornenes are calculated. It is shown that the relative reactivity of endic acid dimethyl ester-(1R,2S,3R,4S)-dimethyl bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate is almost two times lower than the corresponding values for (1R,2R,3S,4S)-dimethyl bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate, which confirms earlier findings of steric hindrance in the orientation of the monomer due to the carbene catalyst.

KW - Copolymerization constants

KW - Dimethyl bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate

KW - Metathesis copolymerization catalyst Hoveyda-Grubbs II

KW - The rate constant

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