A nitrogen-based chiral catenane for enantioenriching photocatalytic aerobic oxidation

Kazem‐Rostami, Masoud

doi:10.1039/d2nj03732g

Cited by 2 publications

(2 citation statements)

References 59 publications

(37 reference statements)

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“…TBAs are a class of exceptionally chiral diamines whose structural rigidity prevents nitrogen inversion. TBAs have been employed in the design of phosphorescent organic light-emitting diodes (OLEDs) [30,31], molecular switches [32], supramolecular scaffolding [33], liquid crystal dopants [34], artificial muscles [35], metalloporphyrins [36], photosensitizers [37], fluorosolvatochromic, fluorescent and NMR active probes [38][39][40][41][42], macrocycles [43,44], perovskite solar cells [45], chiral catenanes [46], ultra-microporous, and gas separating membranes [47][48][49].…”

Section: Introductionmentioning

confidence: 99%

Enantiopurification by Co-Crystallization within Cyclodextrin Metal–Organic Framework

Kazem-Rostami,

Shirdast,

Mainali

2024

Crystals

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Tröger’s base analogs (TBAs) and their derivatives are versatile, Λ-shaped, tetracyclic chiral building blocks utilized in numerous fields of research. Although various methods for the enantiopurification of TBAs have been demonstrated in the literature, none has achieved it with the use of metal–organic frameworks (MOFs). This investigation introduces a convenient and scalable method to obtain enantiopure TBAs with the formation and digestion of a chiral MOF composed of fully recoverable and non-hazardous starting materials, namely, cyclodextrin-based metal–organic framework (CD-MOF).

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Section: Introductionmentioning

confidence: 99%

Enantiopurification by Co-Crystallization within Cyclodextrin Metal–Organic Framework

Kazem-Rostami,

Shirdast,

Mainali

2024

Crystals

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“…Another example is the nanoscopic kinesin walkers that, working in concert, convert energy from the chemical fuel ATP into mechanical energy to facilitate the macroscopic locomotion of bacteria or cargo transportation across cells. , Inspired by such biological systems, scientists have designed and synthesized , artificial molecular machines that can undergo large internal motions. Representative work includes shuttling and sliding motions in rotaxanes and catenanes, − conformational changes in molecular switches, − and rotational motion in motors − among others . Many of these artificial molecular machines, however, have been investigated primarily as independent molecules in solution where they cannot operate cohesively.…”

Section: Introductionmentioning

confidence: 99%

Macroscopic Actuation of Bisazo Hydrogels Driven by Molecular Photoisomerization

Kazem‐Rostami

Seale

et al. 2023

Chem. Mater.

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Living organisms use the amplification of molecular motions over orders of magnitude to produce deformation, motion, and function on the macroscale. The design of artificial molecular machines that can mimic their biological counterparts in the production of such macroscopic actuation is of great interest. Here, we designed a polymerizable bisazobenzene-based molecular photoswitch that displays a highly directional geometrical transformation upon photoisomerization. When this photoswitch is incorporated into polymer networks as a cross-linker, its directional contraction and expansion drive the movement and rearrangement of polymer chains and amplifies these motions to the macroscale, resulting into a direct volume change and deformation of the bulk polymeric hydrogels. These photoswitchable hydrogels therefore mimic macroscopic biological motions such as muscular contraction and light-driven bending similar to phototropism. Furthermore, the use of this photoswitch to tune the macroscopic properties of hydrogels is in principle transferable to a variety of polymeric systems. This work develops a clear connection between molecular motion and macroscopic actuation, providing a platform to investigate this relationship further.

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A nitrogen-based chiral catenane for enantioenriching photocatalytic aerobic oxidation

Abstract: Tröger's base's chirality merges catenanes’ photosensitizing characteristics to introduce the first nitrogen-based chiral hetero[2]catenane that proceeds enantioenriching photocatalytic aerobic oxidations.

Cited by 2 publications

References 59 publications

Enantiopurification by Co-Crystallization within Cyclodextrin Metal–Organic Framework

Enantiopurification by Co-Crystallization within Cyclodextrin Metal–Organic Framework

Macroscopic Actuation of Bisazo Hydrogels Driven by Molecular Photoisomerization

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