Self-assembly behaviors of perylene- and naphthalene-crown macrocycle conjugates in aqueous medium

The synthesis of conjugates of perylene diimide (PDI) and naphthalene diimide (NDI) modified with two benzo-21-crown-7 ethers (B21C7) are herein described. Their self-assembly behavior in various solvents was investigated particularly in aqueous medium, due to the recently discovered hydrophilic pro...

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Autores principales: Shen, Xin, Li, Bo, Pan, Tiezheng, Wu, Jianfeng, Wang, Yangxin, Shang, Jie, Ge, Yan, Jin, Lin, Qi, Zhenhui
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2019
Materias:
Letter
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6604709/
https://www.ncbi.nlm.nih.gov/pubmed/31293667
http://dx.doi.org/10.3762/bjoc.15.117
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author Shen, Xin
Li, Bo
Pan, Tiezheng
Wu, Jianfeng
Wang, Yangxin
Shang, Jie
Ge, Yan
Jin, Lin
Qi, Zhenhui
author_facet Shen, Xin
Li, Bo
Pan, Tiezheng
Wu, Jianfeng
Wang, Yangxin
Shang, Jie
Ge, Yan
Jin, Lin
Qi, Zhenhui
author_sort Shen, Xin
collection PubMed
description The synthesis of conjugates of perylene diimide (PDI) and naphthalene diimide (NDI) modified with two benzo-21-crown-7 ethers (B21C7) are herein described. Their self-assembly behavior in various solvents was investigated particularly in aqueous medium, due to the recently discovered hydrophilic properties of B21C7 crown macrocycle. An unexpected fluorescence quenching phenomenon was observed in the PDI-B21C7 macrocycle conjugate in chloroform. The detailed UV–vis absorption and fluorescence spectra of these PDI/NDI derivatives in different solvents as well as their morphologies were investigated.
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spelling pubmed-66047092019-07-10 Self-assembly behaviors of perylene- and naphthalene-crown macrocycle conjugates in aqueous medium Shen, Xin Li, Bo Pan, Tiezheng Wu, Jianfeng Wang, Yangxin Shang, Jie Ge, Yan Jin, Lin Qi, Zhenhui Beilstein J Org Chem Letter The synthesis of conjugates of perylene diimide (PDI) and naphthalene diimide (NDI) modified with two benzo-21-crown-7 ethers (B21C7) are herein described. Their self-assembly behavior in various solvents was investigated particularly in aqueous medium, due to the recently discovered hydrophilic properties of B21C7 crown macrocycle. An unexpected fluorescence quenching phenomenon was observed in the PDI-B21C7 macrocycle conjugate in chloroform. The detailed UV–vis absorption and fluorescence spectra of these PDI/NDI derivatives in different solvents as well as their morphologies were investigated. Beilstein-Institut 2019-06-03 /pmc/articles/PMC6604709/ /pubmed/31293667 http://dx.doi.org/10.3762/bjoc.15.117 Text en Copyright © 2019, Shen et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0). Please note that the reuse, redistribution and reproduction in particular requires that the authors and source are credited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Letter
Shen, Xin
Li, Bo
Pan, Tiezheng
Wu, Jianfeng
Wang, Yangxin
Shang, Jie
Ge, Yan
Jin, Lin
Qi, Zhenhui
Self-assembly behaviors of perylene- and naphthalene-crown macrocycle conjugates in aqueous medium
title Self-assembly behaviors of perylene- and naphthalene-crown macrocycle conjugates in aqueous medium
title_full Self-assembly behaviors of perylene- and naphthalene-crown macrocycle conjugates in aqueous medium
title_fullStr Self-assembly behaviors of perylene- and naphthalene-crown macrocycle conjugates in aqueous medium
title_full_unstemmed Self-assembly behaviors of perylene- and naphthalene-crown macrocycle conjugates in aqueous medium
title_short Self-assembly behaviors of perylene- and naphthalene-crown macrocycle conjugates in aqueous medium
title_sort self-assembly behaviors of perylene- and naphthalene-crown macrocycle conjugates in aqueous medium
topic Letter
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6604709/
https://www.ncbi.nlm.nih.gov/pubmed/31293667
http://dx.doi.org/10.3762/bjoc.15.117
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