Issue 25, 2024

Spirobifluorene-BINOL-based microporous polymer nanoreactor for efficient 1H-tetrazole synthesis and iodine adsorption with facile charge transfer

Abstract

Porous polymeric nanoreactors capable of multitasking are attractive and require a judicious design strategy. Herein, we describe an unusual approach for the synthesis of a porous polymer SBF-BINOL-6 by in situ formation of the BINOL entity taking substituted naphthols and spirobifluorene as co-monomers with high yield (81%). The as-synthesized polymer exhibited nanotube and nanosphere-like morphology, thermal endurance up to 372 °C and a BET surface area as high as 590 m2 g−1. The polymer endowed efficient loading of silver nanoparticles to generate Ag@SBF6, as confirmed from X-ray photoelectron spectroscopy and high-resolution transmission electron microscopy. Ag@SBF6 was effectively used as a heterogeneous catalyst towards the [3 + 2] dipolar cycloaddition reaction for the synthesis of biologically important 5-substituted 1H-tetrazoles with yields in the range of 75–99% and recyclability for at least seven times without a significant decline in its catalytic efficiency. Additionally, a superior host–guest interaction by the polymer offered iodine adsorption in the vapour phase with a high uptake capacity of up to 4.0 g g−1. Interestingly, the iodine-loaded polymer, I2@SBF6, demonstrated iodine-promoted increased conductivity (1.3 × 10−3 S cm−1) through facile charge transfer interactions.

Graphical abstract: Spirobifluorene-BINOL-based microporous polymer nanoreactor for efficient 1H-tetrazole synthesis and iodine adsorption with facile charge transfer

Supplementary files

Article information

Article type
Paper
Submitted
09 Febr. 2024
Accepted
09 Maijs 2024
First published
09 Maijs 2024

Nanoscale, 2024,16, 11999-12006

Spirobifluorene-BINOL-based microporous polymer nanoreactor for efficient 1H-tetrazole synthesis and iodine adsorption with facile charge transfer

F. Banerjee, S. Bera, T. Nath and S. K. Samanta, Nanoscale, 2024, 16, 11999 DOI: 10.1039/D4NR00599F

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