Easy Access to Vinylene-Linked Conjugated Homopolymers from Phosphonates via an O<sub>2</sub>-Mediated Aldehyde-Free Strategy

Among numerous approaches, Horner-Wadsworth-Emmons (HWE) reactions between phosphonates and aldehydes have become crucial for developing synthetic strategies for fully vinylene-linked conjugated 1D/2D co/homopolymers. Herein, we report room-temperature synthesis of various fluorescent, chemo/photostable 2D (porous), and 1D homopolymers via base/oxygen-mediated HWE reactions starting with tris/bis-phosphonates without using aldehyde precursors. In addition, such polymerization produces a soluble polymer with an excellent number-average molecular weight (<i>M</i><sub>n</sub> = 69 891 Da). Water-soluble phosphate salt formation as a side product is desirable.

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Publication Details

Journal
Organic Letters
Published
2025-09-13
DOI
https://doi.org/10.1021/acs.orglett.5c03195
Primary Topic
Covalent Organic Framework Applications
Type
article
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article

Easy Access to Vinylene-Linked Conjugated Homopolymers from Phosphonates via an O2-Mediated Aldehyde-Free Strategy

Manab Chakravarty, Banchhanidhi Prusti, Arindam Nandy, D. Krishna Rao
Organic Letters
Covalent Organic Framework Applications
article

Easy Access to Vinylene-Linked Conjugated Homopolymers from Phosphonates via an O2-Mediated Aldehyde-Free Strategy

Manab Chakravarty, Banchhanidhi Prusti, Arindam Nandy, D. Krishna Rao
article en

Abstract

Among numerous approaches, Horner-Wadsworth-Emmons (HWE) reactions between phosphonates and aldehydes have become crucial for developing synthetic strategies for fully vinylene-linked conjugated 1D/2D co/homopolymers. Herein, we report room-temperature synthesis of various fluorescent, chemo/photostable 2D (porous), and 1D homopolymers via base/oxygen-mediated HWE reactions starting with tris/bis-phosphonates without using aldehyde precursors. In addition, such polymerization produces a soluble polymer with an excellent number-average molecular weight (<i>M</i><sub>n</sub> = 69 891 Da). Water-soluble phosphate salt formation as a side product is desirable.

Organic LettersVol. 27(38)
Birla Institute of Technology and Science - Hyderabad Campus (IN), TIFR Centre for Interdisciplinary Sciences (IN)
Openalex Percentile: Top 81%
Covalent Organic Framework Applications
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Easy Access to Vinylene-Linked Conjugated Homopolymers from Phosphonates via an O<sub>2</sub>-Mediated Aldehyde-Free Strategy — Manab Chakravarty, Banchhanidhi Prusti, et al. · Organic Letters (2025) | TGRS Research Map | TGRS