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Facile Construction of a Supramolecular Organic Framework Using Naphthyl Viologen Guests and CB[8] Host via Charge-Transfer Complexation

[Image: see text] Herein, we report the synthesis of guest–host systems comprising naphthyl–viologen–naphthyl (Np–Vio–Np) and viologen–naphthyl–viologen (Vio–Np–Vio) guest molecules and their subsequent supramolecular polymerization in the presence of a CB[8] host in water. In addition, the guest co...

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Autores principales: Madasamy, Kanagaraj, Velayutham, David, Kathiresan, Murugavel
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2019
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6649259/
https://www.ncbi.nlm.nih.gov/pubmed/31459943
http://dx.doi.org/10.1021/acsomega.9b00392
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author Madasamy, Kanagaraj
Velayutham, David
Kathiresan, Murugavel
author_facet Madasamy, Kanagaraj
Velayutham, David
Kathiresan, Murugavel
author_sort Madasamy, Kanagaraj
collection PubMed
description [Image: see text] Herein, we report the synthesis of guest–host systems comprising naphthyl–viologen–naphthyl (Np–Vio–Np) and viologen–naphthyl–viologen (Vio–Np–Vio) guest molecules and their subsequent supramolecular polymerization in the presence of a CB[8] host in water. In addition, the guest complexation of ethyl-terminated trimeric viologen (ETV) with Np–Vio–Np and CB[8] was investigated. As a result of supramolecular interactions, 2D supramolecular organic frameworks with high internal periodicity were constructed. (1)H NMR studies clearly demonstrated the formation of a host-stabilized charge-transfer complex via folding back (Np–Vio–Np and Vio–Np–Vio) in the presence of CB[8]. In the case of ETV + Np–Vio–Np + CB[8], a large polymeric network was formed as indicated by the NMR titrations. UV–vis and fluorescence studies clearly confirm the formation of an inter/intra molecular CT complex upon complexation with cucurbit[8]uril. The size obtained using the dynamic light scattering (DLS) method pinpoints the formation of larger supramolecular aggregates in the order of μm through host–guest assembly, which is further complemented by FESEM and TEM. SAXS measurements indicate the formation of a 2D supramolecular polymer/polymer aggregate with long-range order.
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spelling pubmed-66492592019-08-27 Facile Construction of a Supramolecular Organic Framework Using Naphthyl Viologen Guests and CB[8] Host via Charge-Transfer Complexation Madasamy, Kanagaraj Velayutham, David Kathiresan, Murugavel ACS Omega [Image: see text] Herein, we report the synthesis of guest–host systems comprising naphthyl–viologen–naphthyl (Np–Vio–Np) and viologen–naphthyl–viologen (Vio–Np–Vio) guest molecules and their subsequent supramolecular polymerization in the presence of a CB[8] host in water. In addition, the guest complexation of ethyl-terminated trimeric viologen (ETV) with Np–Vio–Np and CB[8] was investigated. As a result of supramolecular interactions, 2D supramolecular organic frameworks with high internal periodicity were constructed. (1)H NMR studies clearly demonstrated the formation of a host-stabilized charge-transfer complex via folding back (Np–Vio–Np and Vio–Np–Vio) in the presence of CB[8]. In the case of ETV + Np–Vio–Np + CB[8], a large polymeric network was formed as indicated by the NMR titrations. UV–vis and fluorescence studies clearly confirm the formation of an inter/intra molecular CT complex upon complexation with cucurbit[8]uril. The size obtained using the dynamic light scattering (DLS) method pinpoints the formation of larger supramolecular aggregates in the order of μm through host–guest assembly, which is further complemented by FESEM and TEM. SAXS measurements indicate the formation of a 2D supramolecular polymer/polymer aggregate with long-range order. American Chemical Society 2019-05-15 /pmc/articles/PMC6649259/ /pubmed/31459943 http://dx.doi.org/10.1021/acsomega.9b00392 Text en Copyright © 2019 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Madasamy, Kanagaraj
Velayutham, David
Kathiresan, Murugavel
Facile Construction of a Supramolecular Organic Framework Using Naphthyl Viologen Guests and CB[8] Host via Charge-Transfer Complexation
title Facile Construction of a Supramolecular Organic Framework Using Naphthyl Viologen Guests and CB[8] Host via Charge-Transfer Complexation
title_full Facile Construction of a Supramolecular Organic Framework Using Naphthyl Viologen Guests and CB[8] Host via Charge-Transfer Complexation
title_fullStr Facile Construction of a Supramolecular Organic Framework Using Naphthyl Viologen Guests and CB[8] Host via Charge-Transfer Complexation
title_full_unstemmed Facile Construction of a Supramolecular Organic Framework Using Naphthyl Viologen Guests and CB[8] Host via Charge-Transfer Complexation
title_short Facile Construction of a Supramolecular Organic Framework Using Naphthyl Viologen Guests and CB[8] Host via Charge-Transfer Complexation
title_sort facile construction of a supramolecular organic framework using naphthyl viologen guests and cb[8] host via charge-transfer complexation
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6649259/
https://www.ncbi.nlm.nih.gov/pubmed/31459943
http://dx.doi.org/10.1021/acsomega.9b00392
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