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A Focus on Triazolium as a Multipurpose Molecular Station for pH-Sensitive Interlocked Crown-Ether-Based Molecular Machines.

Coutrot F - ChemistryOpen (2015)

Bottom Line: This can result in variations of physical or chemical properties.It also served as a molecular barrier in order to lock interlaced structures or to compartmentalize interlocked molecular machines.This review describes the recently reported examples of pH-sensitive triazolium-containing molecular machines and their peculiar features.

View Article: PubMed Central - PubMed

Affiliation: Supramolecular Machines and Architectures Team, Institut des Biomolécules Max Mousseron (IBMM), UMR 5247 Cnrs, Faculté des Sciences, Université Montpellier, ENSCM Bâtiment Chimie (17), 3ème étage, Place Eugène Bataillon, case courrier 1706, 34095, Montpellier cedex 5, France.

ABSTRACT
The control of motion of one element with respect to others in an interlocked architecture allows for different co-conformational states of a molecule. This can result in variations of physical or chemical properties. The increase of knowledge in the field of molecular interactions led to the design, the synthesis, and the study of various systems of molecular machinery in a wide range of interlocked architectures. In this field, the discovery of new molecular stations for macrocycles is an attractive way to conceive original molecular machines. In the very recent past, the triazolium moiety proved to interact with crown ethers in interlocked molecules, so that it could be used as an ideal molecular station. It also served as a molecular barrier in order to lock interlaced structures or to compartmentalize interlocked molecular machines. This review describes the recently reported examples of pH-sensitive triazolium-containing molecular machines and their peculiar features.

No MeSH data available.


Triazolium-based building block for microfiber-induced formation.
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sch16: Triazolium-based building block for microfiber-induced formation.

Mentions: The terpyridine moiety was already known to coordinate strongly FeII, ZnII,41 or other metals such as RuII or OsII.42 Moreover, Che et al., as well as Schubert et al., previously used terpyridines to prepare supramolecular polymers.43 In the present case, the molecular muscle building block 36 was prepared according to Coutrot's strategy and acted upon pH variation like the previously published compound 34. Adding either FeII or ZnII to 36 triggered the polymerization thanks to the formation of stable octahedral 2:1 complexes. A longer supramolecular polymer was obtained with FeII because of its better coordination for terpyridine than ZnII. Of particular interest is the length of the polymer that was obtained this way. No less than 3000 units have been assembled through coordination, which is a real achievement with respect to already published molecular-muscle-containing polymers that usually do not contain more than 22 units.44 The change of size of the metallosupramolecular polymer upon variation in pH was evaluated by small-angle neutron scattering. The contour length of the protonated polymer is long (15.9 μm) with respect to the deprotonated polymer (9.4 μm), while the decrease of the linear density is observed simultaneously. An amplification of almost four orders of magnitude in the mechanical output is observed in the polymer in comparison with the monomer. In other words, the length variation of the polymer between the two co-conformations is about 6.5 μm, while that of the monomer is only around 1 nm. With this work, a real step toward the macroscopic world has been done, even though these polymers should be bundled together in order to better mimic myofibrils of sarcomers. Very recent improvements in this way have been achieved by the same group. They reported the possibility to induce the fabrication of micrometer-long supramolecular fibers from the molecular muscle building block 38 (Scheme 16).45


A Focus on Triazolium as a Multipurpose Molecular Station for pH-Sensitive Interlocked Crown-Ether-Based Molecular Machines.

Coutrot F - ChemistryOpen (2015)

Triazolium-based building block for microfiber-induced formation.
© Copyright Policy - open-access
Related In: Results  -  Collection

License
Show All Figures
getmorefigures.php?uid=PMC4608521&req=5

sch16: Triazolium-based building block for microfiber-induced formation.
Mentions: The terpyridine moiety was already known to coordinate strongly FeII, ZnII,41 or other metals such as RuII or OsII.42 Moreover, Che et al., as well as Schubert et al., previously used terpyridines to prepare supramolecular polymers.43 In the present case, the molecular muscle building block 36 was prepared according to Coutrot's strategy and acted upon pH variation like the previously published compound 34. Adding either FeII or ZnII to 36 triggered the polymerization thanks to the formation of stable octahedral 2:1 complexes. A longer supramolecular polymer was obtained with FeII because of its better coordination for terpyridine than ZnII. Of particular interest is the length of the polymer that was obtained this way. No less than 3000 units have been assembled through coordination, which is a real achievement with respect to already published molecular-muscle-containing polymers that usually do not contain more than 22 units.44 The change of size of the metallosupramolecular polymer upon variation in pH was evaluated by small-angle neutron scattering. The contour length of the protonated polymer is long (15.9 μm) with respect to the deprotonated polymer (9.4 μm), while the decrease of the linear density is observed simultaneously. An amplification of almost four orders of magnitude in the mechanical output is observed in the polymer in comparison with the monomer. In other words, the length variation of the polymer between the two co-conformations is about 6.5 μm, while that of the monomer is only around 1 nm. With this work, a real step toward the macroscopic world has been done, even though these polymers should be bundled together in order to better mimic myofibrils of sarcomers. Very recent improvements in this way have been achieved by the same group. They reported the possibility to induce the fabrication of micrometer-long supramolecular fibers from the molecular muscle building block 38 (Scheme 16).45

Bottom Line: This can result in variations of physical or chemical properties.It also served as a molecular barrier in order to lock interlaced structures or to compartmentalize interlocked molecular machines.This review describes the recently reported examples of pH-sensitive triazolium-containing molecular machines and their peculiar features.

View Article: PubMed Central - PubMed

Affiliation: Supramolecular Machines and Architectures Team, Institut des Biomolécules Max Mousseron (IBMM), UMR 5247 Cnrs, Faculté des Sciences, Université Montpellier, ENSCM Bâtiment Chimie (17), 3ème étage, Place Eugène Bataillon, case courrier 1706, 34095, Montpellier cedex 5, France.

ABSTRACT
The control of motion of one element with respect to others in an interlocked architecture allows for different co-conformational states of a molecule. This can result in variations of physical or chemical properties. The increase of knowledge in the field of molecular interactions led to the design, the synthesis, and the study of various systems of molecular machinery in a wide range of interlocked architectures. In this field, the discovery of new molecular stations for macrocycles is an attractive way to conceive original molecular machines. In the very recent past, the triazolium moiety proved to interact with crown ethers in interlocked molecules, so that it could be used as an ideal molecular station. It also served as a molecular barrier in order to lock interlaced structures or to compartmentalize interlocked molecular machines. This review describes the recently reported examples of pH-sensitive triazolium-containing molecular machines and their peculiar features.

No MeSH data available.