Turkish Journal of Chemistry
Abstract
In this work, various aromatic monocarboxylic and dicarboxylic acids were subjected for the first time to a vinylation reaction with acetylene under heterogeneous catalytic conditions using catalytic systems based on silicon oxycarbide supported on silicon carbide (SiC): zinc silicon oxycarbide (Zn/SiOC), zinc oxide silicon oxycarbide (ZnO/SiOC), and nickel silicon oxycarbide (Ni/SiOC). The influence of the nature of the starting materials, temperature, reaction duration, solvent, and catalyst type on the yield of vinyl esters was investigated. The vinylation reaction of aromatic carboxylic acids with acetylene was carried out at 1:2 molar ratio, using a Zn/SiOC-50 catalytic system at a loading of 10 mol% relative to the initial aromatic carboxylic acid, in a N,N-dimethylformamide (DMF) solution at 150 °C for 12 h, resulting in high yields of vinyl esters. Under these heterogeneous catalytic conditions, the vinylation reaction afforded the following vinyl esters: benzoic acid (80%), 4-methylbenzoic acid (77%), 4-methoxybenzoic acid (70%), 4-fluorobenzoic acid (83%), 4-tert-butylbenzoic acid (65%), 4-chlorobenzoic acid (85%), divinyl esters of ortho-phthalic acid (88%), and terephthalic acid (91%). The structures of the synthesized vinyl esters were confirmed by Fourier-transform infrared (FTIR), proton nuclear magnetic resonance (1H NMR), carbon-13 nuclear magnetic resonance (13C NMR), and chromatographic-mass spectral (MS) analyses.
Author ORCID Identifier
SHAVKAT TURSUNOV: 0009-0004-4915-6791
ASKAR PARMANOV: 0000-0003-1020-1511
SUVANKUL NURMANOV: 0000-0001-6840-3031
ODILJON ZIYADULLAYEV: 0000-0001-9576-1889
DILSHOD BOYKOBILOV: 0009-0004-5523-0898
LIUDMILA KHOROSHKO: 0000-0002-5732-5987
MONIKA WILAMOWSKA-ZAWLOCKA: 0000-0002-3618-1435
BALANAND SANTHOSH: 0000-0001-6060-3813
OLIM RUZIMURADOV: 0000-0002-9186-9080
DOI
10.55730/1300-0527.3750
Keywords
Carboxylic acids, vinylation, Zn/SiOC, vinyl esters
First Page
520
Last Page
531
Publisher
The Scientific and Technological Research Council of Türkiye (TÜBİTAK)
Creative Commons License
This work is licensed under a Creative Commons Attribution 4.0 International License.
Recommended Citation
TURSUNOV, S, PARMANOV, A, NURMANOV, S, ZIYADULLAYEV, O, BOYKOBILOV, D, KHOROSHKO, L, WILAMOWSKA-ZAWLOCKA, M, SANTHOSH, B, & RUZIMURADOV, O (2025). Synthesis of vinyl esters of aromatic carboxylic acids in the presence of Zn/SiOC, ZnO/SiOC, and Ni/SiOC catalytic systems. Turkish Journal of Chemistry 49 (5): 520-531. https://doi.org/10.55730/1300-0527.3750
