Sulfonic-acid functionalized hypercrosslinked porous organic polymer as a highly efficient heterogeneous catalyst for synthesis of 2H-chromene derivatives
3
Issued Date
2026-01-01
Resource Type
eISSN
20462069
Scopus ID
2-s2.0-105038617967
Journal Title
Rsc Advances
Volume
16
Issue
27
Start Page
24852
End Page
24861
Rights Holder(s)
SCOPUS
Bibliographic Citation
Rsc Advances Vol.16 No.27 (2026) , 24852-24861
Suggested Citation
Somprasong S., Ratvijitvech T., Tiyawarakul T., Rujirasereesakul C., Sitthasakul T., Luanphaisarnnont T. Sulfonic-acid functionalized hypercrosslinked porous organic polymer as a highly efficient heterogeneous catalyst for synthesis of 2H-chromene derivatives. Rsc Advances Vol.16 No.27 (2026) , 24852-24861. 24861. doi:10.1039/d6ra03062a Retrieved from: https://repository.li.mahidol.ac.th/handle/123456789/116821
Title
Sulfonic-acid functionalized hypercrosslinked porous organic polymer as a highly efficient heterogeneous catalyst for synthesis of 2H-chromene derivatives
Author's Affiliation
Corresponding Author(s)
Other Contributor(s)
Abstract
A sulfonic acid-functionalized hypercrosslinked porous organic polymer (HCP-H-SO<inf>3</inf>H) with high surface area (S<inf>BET</inf> = 604 m<sup>2</sup> g<sup>−1</sup>) was successfully synthesized via a Friedel–Crafts alkylation of benzene and dimethoxymethane, followed by sulfonation of aromatic rings using sulfuric acid. This material was used as an efficient heterogeneous catalyst in a cyclization between various ortho-hydroxy aromatic aldehydes and acetylenic diesters, affording the corresponding 2H-chromenes in moderate to excellent yields. The material could be reused for at least five reaction cycles, suggesting the sustainable application potential of this sulfonic-acid functionalized materials as a heterogeneous acid catalyst. A mechanistic investigation using <sup>13</sup>C NMR kinetic isotope effect at natural abundance experiments provided insights into a similar nature of the rate-limiting steps in the catalytic processes of the homogeneous catalyst (p-toluenesulfonic acid monohydrate; PTSA·H<inf>2</inf>O) and the heterogeneous catalyst (HCP-H-SO<inf>3</inf>H).