Pathway Complexity in Supramolecular Polymerization of Porphyrin Dyads for Kinetic Control of Helicity

ABSTRACT The supramolecular polymerization of porphyrin dyad (PD) shows the pathway complexity leading to the formation of kinetically metastable nanoparticles (PDParticle) through rapid cooling and thermodynamically stable fibrous supramolecular polymers (PDFiber) through slow cooling. The kinetica...

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Main Authors: Hosoowi Lee, Yongho Lee, Minhyeong Lee, Dae Eun Kang, Jiwon Kim, Dong Ha Kim, Woo‐Dong Jang
Format: Article
Language:English
Published: Wiley 2025-08-01
Series:Aggregate
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Online Access:https://doi.org/10.1002/agt2.70090
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author Hosoowi Lee
Yongho Lee
Minhyeong Lee
Dae Eun Kang
Jiwon Kim
Dong Ha Kim
Woo‐Dong Jang
author_facet Hosoowi Lee
Yongho Lee
Minhyeong Lee
Dae Eun Kang
Jiwon Kim
Dong Ha Kim
Woo‐Dong Jang
author_sort Hosoowi Lee
collection DOAJ
description ABSTRACT The supramolecular polymerization of porphyrin dyad (PD) shows the pathway complexity leading to the formation of kinetically metastable nanoparticles (PDParticle) through rapid cooling and thermodynamically stable fibrous supramolecular polymers (PDFiber) through slow cooling. The kinetically metastable PDParticle is gradually transformed to the thermodynamically stable PDFiber. Due to the inherent achirality of PD, AFM images exhibited a random distribution of both M and P helices. Introducing chiral alkyl chains achieved a predominant helicity in PDFiber, with (S)‐PD favoring M helices and (R)‐PD favoring P helices. The addition of chiral 2‐methyl pyrrolidine (MePy) further influences this transformation by retarding the transition from PDParticle to PDFiber through axial coordination with the zinc porphyrin units, affecting the helicity of the resulting supramolecular polymer. By manipulating the cooling rates and environmental conditions, we demonstrate the reversible control over circular dichroism (CD) and circularly polarized luminescence (CPL), providing insight into the relationship between structural chirality and optical activity.
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issn 2692-4560
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publishDate 2025-08-01
publisher Wiley
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spelling doaj-art-94299c38d0b5434d9feceb8665a3b5be2025-08-21T14:18:21ZengWileyAggregate2692-45602025-08-0168n/an/a10.1002/agt2.70090Pathway Complexity in Supramolecular Polymerization of Porphyrin Dyads for Kinetic Control of HelicityHosoowi Lee0Yongho Lee1Minhyeong Lee2Dae Eun Kang3Jiwon Kim4Dong Ha Kim5Woo‐Dong Jang6Department of Chemistry and Nanoscience Ewha Womans University Seodaemun‐gu Seoul Republic of KoreaDepartment of Chemistry Yonsei University Seodaemun‐gu Seoul Republic of KoreaDepartment of Chemistry Yonsei University Seodaemun‐gu Seoul Republic of KoreaDepartment of Chemistry Yonsei University Seodaemun‐gu Seoul Republic of KoreaDepartment of Chemistry and Nanoscience Ewha Womans University Seodaemun‐gu Seoul Republic of KoreaDepartment of Chemistry and Nanoscience Ewha Womans University Seodaemun‐gu Seoul Republic of KoreaDepartment of Chemistry Yonsei University Seodaemun‐gu Seoul Republic of KoreaABSTRACT The supramolecular polymerization of porphyrin dyad (PD) shows the pathway complexity leading to the formation of kinetically metastable nanoparticles (PDParticle) through rapid cooling and thermodynamically stable fibrous supramolecular polymers (PDFiber) through slow cooling. The kinetically metastable PDParticle is gradually transformed to the thermodynamically stable PDFiber. Due to the inherent achirality of PD, AFM images exhibited a random distribution of both M and P helices. Introducing chiral alkyl chains achieved a predominant helicity in PDFiber, with (S)‐PD favoring M helices and (R)‐PD favoring P helices. The addition of chiral 2‐methyl pyrrolidine (MePy) further influences this transformation by retarding the transition from PDParticle to PDFiber through axial coordination with the zinc porphyrin units, affecting the helicity of the resulting supramolecular polymer. By manipulating the cooling rates and environmental conditions, we demonstrate the reversible control over circular dichroism (CD) and circularly polarized luminescence (CPL), providing insight into the relationship between structural chirality and optical activity.https://doi.org/10.1002/agt2.70090circular dichroismcircularly polarized luminescencepathway complexityporphyrinssupramolecular polymers
spellingShingle Hosoowi Lee
Yongho Lee
Minhyeong Lee
Dae Eun Kang
Jiwon Kim
Dong Ha Kim
Woo‐Dong Jang
Pathway Complexity in Supramolecular Polymerization of Porphyrin Dyads for Kinetic Control of Helicity
Aggregate
circular dichroism
circularly polarized luminescence
pathway complexity
porphyrins
supramolecular polymers
title Pathway Complexity in Supramolecular Polymerization of Porphyrin Dyads for Kinetic Control of Helicity
title_full Pathway Complexity in Supramolecular Polymerization of Porphyrin Dyads for Kinetic Control of Helicity
title_fullStr Pathway Complexity in Supramolecular Polymerization of Porphyrin Dyads for Kinetic Control of Helicity
title_full_unstemmed Pathway Complexity in Supramolecular Polymerization of Porphyrin Dyads for Kinetic Control of Helicity
title_short Pathway Complexity in Supramolecular Polymerization of Porphyrin Dyads for Kinetic Control of Helicity
title_sort pathway complexity in supramolecular polymerization of porphyrin dyads for kinetic control of helicity
topic circular dichroism
circularly polarized luminescence
pathway complexity
porphyrins
supramolecular polymers
url https://doi.org/10.1002/agt2.70090
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