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Papers by Iwona Nierengarten
![Research paper thumbnail of Pillar[5]arene-porphyrin conjugates: from molecular flowers to photoactive rotaxanes](https://attachments.academia-assets.com/119295448/thumbnails/1.jpg)
](Journal of Porphyrins and Phthalocyanines, Mar 21, 2023
Our groups are involved in a research program on the development of molecular and supramolecular ... more Our groups are involved in a research program on the development of molecular and supramolecular systems combining pillar[5]arene building blocks with porphyrins. Functionalization of both rims of the pillar[5]arene scaffold with metalloporphyrins generated giant molecular machines mimicking the blooming of a flower as well as light harvesting devices. On the other hand, we have also used the host-guest properties of pillar[5]arene derivatives to prepare photoactive mechanically interlocked molecules. In such compounds, complementary subunits are associated into a single molecular ensemble but without being connected through covalent bonds. Inter-component photo-induced energy transfer processes remain however extremely fast in these systems despite the exclusive link through mechanical bonds. All these results are described in the present review.
Chemistry: A European Journal, Dec 4, 2017
European Journal of Inorganic Chemistry, May 21, 2019
Macromolecules, 2016
Liquid-crystalline dendrimers have been prepared from second-generation Percec-type poly(benzyl e... more Liquid-crystalline dendrimers have been prepared from second-generation Percec-type poly(benzyl ether) dendrons or second-generation poly(aryl ester) dendrons carrying cyanobiphenyl mesogens. The Janus dendrimer, which combines the two types of dendromesogens, has also been synthesized. Those compounds have been prepared under copper-catalyzed azide−alkyne cycloaddition conditions. The mesomorphic properties have been studied by thermal analysis (POM, DSC) and small-angle X-ray scattering. Smectic A, nematic, and columnar phases have been observed depending on the dendritic building blocks. The click reaction has proven to be a powerful and elegant synthetic tool for the design of complex dendritic liquid-crystalline architectures.
![Research paper thumbnail of Grafting Dendrons onto Pillar[5]Arene Scaffolds](https://attachments.academia-assets.com/117205283/thumbnails/1.jpg)
](Molecules, 2021
With their ten peripheral substituents, pillar[5]arenes are attractive compact scaffolds for the ... more With their ten peripheral substituents, pillar[5]arenes are attractive compact scaffolds for the construction of nanomaterials with a controlled number of functional groups distributed around the macrocyclic core. This review paper is focused on the functionalization of pillar[5]arene derivatives with small dendrons to generate dendrimer-like nanomaterials and bioactive compounds. Examples include non-viral gene vectors, bioactive glycoclusters, and liquid-crystalline materials.
An entry from the Cambridge Structural Database, the world's repository for small molecule cr... more An entry from the Cambridge Structural Database, the world's repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.
An entry from the Cambridge Structural Database, the world's repository for small molecule cr... more An entry from the Cambridge Structural Database, the world's repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.
Chemistry – A European Journal, 2017
A sophisticated photoactive molecular device has been prepared by combining recent concepts for t... more A sophisticated photoactive molecular device has been prepared by combining recent concepts for the preparation of multifunctional nanomolecules (click chemistry on multifunctional scaffolds) with supramolecular chemistry (self‐assembly to prepare rotaxanes). Specifically, a clickable [2]rotaxane scaffold incorporating a free‐base porphyrin stopper has been prepared and functionalized with ten peripheral Zn(II)‐porphyrin moieties. Electrochemical investigations of the final compound revealed a peculiar behavior resulting from the intramolecular coordination of the Zn(II) porphyrin moieties to 1,2,3‐triazole units. Finally, steady state investigations of the compound combining Zn(II) and free‐base porphyrin moieties have shown that this compound is a light‐harvesting device capable of channeling the light energy from the peripheral Zn(II)‐porphyrin subunits to the core by singlet–singlet energy transfer.
![Research paper thumbnail of From Pillar[n]arene Scaffolds for the Preparation of Nanomaterials to Pillar[5]arene-containing Rotaxanes](https://attachments.academia-assets.com/117205281/thumbnails/1.jpg)
](CHIMIA, 2016
Pillar[n]arenes are a new class of macrocycles that are efficiently prepared from readily availab... more Pillar[n]arenes are a new class of macrocycles that are efficiently prepared from readily available building blocks. In this particular field, our research teams became interested in the use of a pillar[5]arene core as a compact scaffold for the synthesis of nanomaterials with a controlled distribution of functional groups on both rims of the macrocyclic framework. Such compounds have found applications in biology as multivalent ligands for specific lectines or as polycationic compounds for gene delivery. Liquid-crystalline derivatives have been prepared by grafting mesogenic subunits on the pillar[5]arene core. On the other hand, we also became interested in the preparation of pillar[5]arene-containing [2]rotaxanes. In particular, we have shown that pillar[5] arene-based [2]rotaxanes can be obtained from the reaction of amine stoppers with pseudo-rotaxanes resulting from the association of a pillar[5]arene derivative with a diacyl chloride reagent. Finally, amphiphilic [2]rotaxanes...
Angewandte Chemie, 2014
This work is dedicated to Professor Jean-Pierre Sauvage on the occasion of his 70 th birthday.
![Research paper thumbnail of Biologically active heteroglycoclusters constructed on a pillar[5]arene-containing [2]rotaxane scaffold](https://attachments.academia-assets.com/117205265/thumbnails/1.jpg)
](Chemistry (Weinheim an der Bergstrasse, Germany), Jan 15, 2015
A synthetic approach combining recent concepts for the preparation of multifunctional nanomolecul... more A synthetic approach combining recent concepts for the preparation of multifunctional nanomolecules (click chemistry on multifunctional scaffolds) with supramolecular chemistry (self-assembly to prepare rotaxanes) gave easy access to a large variety of sophisticated [2]rotaxane heteroglycoclusters. Specifically, compounds combining galactose and fucose have been prepared to target the two bacterial lectins (LecA and LecB) from the opportunistic pathogen Pseudomonas aeruginosa.
New Journal of Chemistry
Pillar[5]arene derivatives decorated with ten peripheral TTF or exTTF subunits were prepared and ... more Pillar[5]arene derivatives decorated with ten peripheral TTF or exTTF subunits were prepared and their electrochemical properties investigated. These electron-rich macrocyclic systems are suitable receptors for a fullerene guest.
Enhanced Spectroscopies and Nanoimaging 2022
Journal of Porphyrins and Phthalocyanines, Mar 21, 2023
Our groups are involved in a research program on the development of molecular and supramolecular ... more Our groups are involved in a research program on the development of molecular and supramolecular systems combining pillar[5]arene building blocks with porphyrins. Functionalization of both rims of the pillar[5]arene scaffold with metalloporphyrins generated giant molecular machines mimicking the blooming of a flower as well as light harvesting devices. On the other hand, we have also used the host-guest properties of pillar[5]arene derivatives to prepare photoactive mechanically interlocked molecules. In such compounds, complementary subunits are associated into a single molecular ensemble but without being connected through covalent bonds. Inter-component photo-induced energy transfer processes remain however extremely fast in these systems despite the exclusive link through mechanical bonds. All these results are described in the present review.
Chemistry: A European Journal, Dec 4, 2017
European Journal of Inorganic Chemistry, May 21, 2019
Macromolecules, 2016
Liquid-crystalline dendrimers have been prepared from second-generation Percec-type poly(benzyl e... more Liquid-crystalline dendrimers have been prepared from second-generation Percec-type poly(benzyl ether) dendrons or second-generation poly(aryl ester) dendrons carrying cyanobiphenyl mesogens. The Janus dendrimer, which combines the two types of dendromesogens, has also been synthesized. Those compounds have been prepared under copper-catalyzed azide−alkyne cycloaddition conditions. The mesomorphic properties have been studied by thermal analysis (POM, DSC) and small-angle X-ray scattering. Smectic A, nematic, and columnar phases have been observed depending on the dendritic building blocks. The click reaction has proven to be a powerful and elegant synthetic tool for the design of complex dendritic liquid-crystalline architectures.
Molecules, 2021
With their ten peripheral substituents, pillar[5]arenes are attractive compact scaffolds for the ... more With their ten peripheral substituents, pillar[5]arenes are attractive compact scaffolds for the construction of nanomaterials with a controlled number of functional groups distributed around the macrocyclic core. This review paper is focused on the functionalization of pillar[5]arene derivatives with small dendrons to generate dendrimer-like nanomaterials and bioactive compounds. Examples include non-viral gene vectors, bioactive glycoclusters, and liquid-crystalline materials.
An entry from the Cambridge Structural Database, the world's repository for small molecule cr... more An entry from the Cambridge Structural Database, the world's repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.
An entry from the Cambridge Structural Database, the world's repository for small molecule cr... more An entry from the Cambridge Structural Database, the world's repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.
Chemistry – A European Journal, 2017
A sophisticated photoactive molecular device has been prepared by combining recent concepts for t... more A sophisticated photoactive molecular device has been prepared by combining recent concepts for the preparation of multifunctional nanomolecules (click chemistry on multifunctional scaffolds) with supramolecular chemistry (self‐assembly to prepare rotaxanes). Specifically, a clickable [2]rotaxane scaffold incorporating a free‐base porphyrin stopper has been prepared and functionalized with ten peripheral Zn(II)‐porphyrin moieties. Electrochemical investigations of the final compound revealed a peculiar behavior resulting from the intramolecular coordination of the Zn(II) porphyrin moieties to 1,2,3‐triazole units. Finally, steady state investigations of the compound combining Zn(II) and free‐base porphyrin moieties have shown that this compound is a light‐harvesting device capable of channeling the light energy from the peripheral Zn(II)‐porphyrin subunits to the core by singlet–singlet energy transfer.
CHIMIA, 2016
Pillar[n]arenes are a new class of macrocycles that are efficiently prepared from readily availab... more Pillar[n]arenes are a new class of macrocycles that are efficiently prepared from readily available building blocks. In this particular field, our research teams became interested in the use of a pillar[5]arene core as a compact scaffold for the synthesis of nanomaterials with a controlled distribution of functional groups on both rims of the macrocyclic framework. Such compounds have found applications in biology as multivalent ligands for specific lectines or as polycationic compounds for gene delivery. Liquid-crystalline derivatives have been prepared by grafting mesogenic subunits on the pillar[5]arene core. On the other hand, we also became interested in the preparation of pillar[5]arene-containing [2]rotaxanes. In particular, we have shown that pillar[5] arene-based [2]rotaxanes can be obtained from the reaction of amine stoppers with pseudo-rotaxanes resulting from the association of a pillar[5]arene derivative with a diacyl chloride reagent. Finally, amphiphilic [2]rotaxanes...
Angewandte Chemie, 2014
This work is dedicated to Professor Jean-Pierre Sauvage on the occasion of his 70 th birthday.
Chemistry (Weinheim an der Bergstrasse, Germany), Jan 15, 2015
A synthetic approach combining recent concepts for the preparation of multifunctional nanomolecul... more A synthetic approach combining recent concepts for the preparation of multifunctional nanomolecules (click chemistry on multifunctional scaffolds) with supramolecular chemistry (self-assembly to prepare rotaxanes) gave easy access to a large variety of sophisticated [2]rotaxane heteroglycoclusters. Specifically, compounds combining galactose and fucose have been prepared to target the two bacterial lectins (LecA and LecB) from the opportunistic pathogen Pseudomonas aeruginosa.
New Journal of Chemistry
Pillar[5]arene derivatives decorated with ten peripheral TTF or exTTF subunits were prepared and ... more Pillar[5]arene derivatives decorated with ten peripheral TTF or exTTF subunits were prepared and their electrochemical properties investigated. These electron-rich macrocyclic systems are suitable receptors for a fullerene guest.
Enhanced Spectroscopies and Nanoimaging 2022