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<p>This work investigates the catalytic performance of microporous (H-ZSM-5m) and granulated hierarchical (H-ZSM-5mm, H-ZSM-5mmm, Na-ZSM-5mmm) zeolites in the synthesis of alkylquinolines and its derivatives via the reaction of anilines with bio-1,2-propanediol. The hierarchical H-ZSM-5mmm zeolite, featuring a micro-, meso-, macropore system with a high mesopore contribution (31%) and a high concentration of strong acid sites, demonstrated superior catalytic performance. It afforded 2-ethyl-3-methylquinoline with a selectivity of up to 60%. Furthermore, the H-ZSM-5mmm zeolite enables the synthesis of other alkylquinoline derivatives with selectivities reaching 68%. A significant solvent effect was revealed: the use of a polar solvent (chlorobenzene) favored the formation of 2-ethyl-3-methylquinoline (60% selectivity), while a non-polar medium (benzene) shifted the selectivity towards 3,4-dimethyl-1-phenyl-1&#xa0;H-pyrrole (45% selectivity). Based on these findings, optimal conditions for the selective synthesis of quinoline derivatives were established.</p> Graphical Abstract <p></p>

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Pore Structure Design of ZSM-5 Zeolite for the Alkylquinolines Synthesis Via Cyclocondensation of Anilines with Bio-1,2-Propanediol

  • 期刊论文

  • 发表日期：

    2026年4月27日

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  • Anna S. Artem’eva,
  • Nellia G. Grigoreva,
  • Olga S. Travkina,
  • Sergey V. Bubennov,
  • Boris I. Kutepov

摘要

This work investigates the catalytic performance of microporous (H-ZSM-5m) and granulated hierarchical (H-ZSM-5mm, H-ZSM-5mmm, Na-ZSM-5mmm) zeolites in the synthesis of alkylquinolines and its derivatives via the reaction of anilines with bio-1,2-propanediol. The hierarchical H-ZSM-5mmm zeolite, featuring a micro-, meso-, macropore system with a high mesopore contribution (31%) and a high concentration of strong acid sites, demonstrated superior catalytic performance. It afforded 2-ethyl-3-methylquinoline with a selectivity of up to 60%. Furthermore, the H-ZSM-5mmm zeolite enables the synthesis of other alkylquinoline derivatives with selectivities reaching 68%. A significant solvent effect was revealed: the use of a polar solvent (chlorobenzene) favored the formation of 2-ethyl-3-methylquinoline (60% selectivity), while a non-polar medium (benzene) shifted the selectivity towards 3,4-dimethyl-1-phenyl-1 H-pyrrole (45% selectivity). Based on these findings, optimal conditions for the selective synthesis of quinoline derivatives were established.

Graphical Abstract