Macromolecular Chemistry and Physics, volume 224, issue 19

Synthesis of Novel Polymers via ROMP of Benzyne‐Derived Monomers and Their NMR Spectroscopic Properties

René Alberto Enríquez Figueroa 1
Armando Pineda-Contreras 1
Oscar Fernando Vázquez Vuelvas 1
Juan Manuel González-González* 2
Serguei Fomine 3
1
 
Facultad de Ciencias Químicas Universidad de Colima Km 9 Carretera Colima‐Coquimatlán s/n Coquimatlán Colima C.P. 28400 Mexico
2
 
Instituto de Farmacobiología Universidad de la Cañada Carretera Teotitlán‐San Antonio Nanahuatipán km 1.7 s/n., Paraje Titlacuatitla Teotitlán de Flores Magón Oaxaca 68540 Mexico
Publication typeJournal Article
Publication date2023-07-25
Quartile SCImago
Q2
Quartile WOS
Q3
Impact factor2.5
ISSN10221352, 15213935
Materials Chemistry
Organic Chemistry
Physical and Theoretical Chemistry
Condensed Matter Physics
Polymers and Plastics
Abstract

Dehydrohalogenation of 1,4‐dihalobenzenes and 1,2,4‐trichlorobenzene is performed using n‐BuLi to form benzynes. These benzynes are used as dienophiles in a Diels–Alder reaction with the dienes furan and 2,5‐dimethylfuran to prepare new benzonorbornadiene derivatives. The cycloadducts of furan are polymerized by a ring‐opening metathesis reaction using a Hoveyda–Grubbs ruthenium catalyst. The polymers are characterized by 1H NMR (nuclear magnetic resonance), and unambiguous proton chemical shift assignments are based on the multiplicity pattern of proton resonances. This is confirmed by 2D NMR data from HSQC(Heteronuclear Single Quantum Coherence) and COSY (Correlation Spectroscopy) spectra. The polybenzonorbornadienes have both cis and trans conformation in their chemical structure. The trans conformation is qualitatively in greater proportion observed at 1H NMR experiments. These materials may have syndiotactic microstructure by the lack of correlations in COSY.

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Wiley
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Enríquez Figueroa R. A. et al. Synthesis of Novel Polymers via ROMP of Benzyne‐Derived Monomers and Their NMR Spectroscopic Properties // Macromolecular Chemistry and Physics. 2023. Vol. 224. No. 19.
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Enríquez Figueroa R. A., Pineda-Contreras A., Vázquez Vuelvas O. F., González-González* J. M., Fomine S. Synthesis of Novel Polymers via ROMP of Benzyne‐Derived Monomers and Their NMR Spectroscopic Properties // Macromolecular Chemistry and Physics. 2023. Vol. 224. No. 19.
RIS |
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TY - JOUR
DO - 10.1002/macp.202300138
UR - https://doi.org/10.1002/macp.202300138
TI - Synthesis of Novel Polymers via ROMP of Benzyne‐Derived Monomers and Their NMR Spectroscopic Properties
T2 - Macromolecular Chemistry and Physics
AU - Enríquez Figueroa, René Alberto
AU - Pineda-Contreras, Armando
AU - Vázquez Vuelvas, Oscar Fernando
AU - González-González*, Juan Manuel
AU - Fomine, Serguei
PY - 2023
DA - 2023/07/25 00:00:00
PB - Wiley
IS - 19
VL - 224
SN - 1022-1352
SN - 1521-3935
ER -
BibTex
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BibTex Copy
@article{2023_Enríquez Figueroa,
author = {René Alberto Enríquez Figueroa and Armando Pineda-Contreras and Oscar Fernando Vázquez Vuelvas and Juan Manuel González-González* and Serguei Fomine},
title = {Synthesis of Novel Polymers via ROMP of Benzyne‐Derived Monomers and Their NMR Spectroscopic Properties},
journal = {Macromolecular Chemistry and Physics},
year = {2023},
volume = {224},
publisher = {Wiley},
month = {jul},
url = {https://doi.org/10.1002/macp.202300138},
number = {19},
doi = {10.1002/macp.202300138}
}
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