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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.


A triazolium-containing [2]rotaxane with fluorescent output.
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sch08: A triazolium-containing [2]rotaxane with fluorescent output.

Mentions: The possibility for a macrocycle to be localized at a different place along a thread gives the opportunity to tune the fluorescence of an interlocked molecule depending on a stimulus. Qu et al. synthesized a switchable spiropyran-containing [2]rotaxane in which the threaded axle is end-capped by a fluorescent 4-morpholin-naphthalimide.27 The targeted pH-sensitive molecular machine 17 contains a DB24C8 macrocycle derivative and two ammonium and triazolium molecular stations. The DB24C8 macrocycle is substituted by two nitroaromatic spiropyran moieties that can tune the fluorescence of the 4-morpholin-naphthalimide stopper depending on their distance (Scheme 8).


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

Coutrot F - ChemistryOpen (2015)

A triazolium-containing [2]rotaxane with fluorescent output.
© Copyright Policy - open-access
Related In: Results  -  Collection

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

sch08: A triazolium-containing [2]rotaxane with fluorescent output.
Mentions: The possibility for a macrocycle to be localized at a different place along a thread gives the opportunity to tune the fluorescence of an interlocked molecule depending on a stimulus. Qu et al. synthesized a switchable spiropyran-containing [2]rotaxane in which the threaded axle is end-capped by a fluorescent 4-morpholin-naphthalimide.27 The targeted pH-sensitive molecular machine 17 contains a DB24C8 macrocycle derivative and two ammonium and triazolium molecular stations. The DB24C8 macrocycle is substituted by two nitroaromatic spiropyran moieties that can tune the fluorescence of the 4-morpholin-naphthalimide stopper depending on their distance (Scheme 8).

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.