Cage-Confinement Induced Emission Enhancement

Tao, Rao; Zhao, Xin; Zhao, Tianshu; Zhao, Miaomiao; Li, Ruiyang; Yang, Tianfu; Tang, Lei; Zhang, Wei; Qiu, Li

doi:10.1021/acs.jpclett.2c01651

Cited by 9 publications

(3 citation statements)

References 54 publications

(64 reference statements)

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“…To our surprise, compounds 2 , 3 , 4 , 6 , 7 , 11 , 19 , 20 , 22 showed phosphorescence in THF solution at 77 K, but we still do not know the structural features of those compounds capable of emitting phosphorescence at 77 K. Furthermore, total and RTP PLQY values for all powders, experimental values of k ISC , and radiative and nonradiative rates for RTP‐SDFMU‐1 were also investigated (Table S2, Supporting Information). Since triphenylphosphine derivatives have been utilized as a building block for molecular architectures like metal–organic frameworks, [ 17 ] covalent organic frameworks, [ 18 ] as well as metal–organic cages [ 19 ] and covalent organic cages, [ 20 ] the future of new optical applications of those triphenylphosphine‐containing molecular architectures are highly anticipated.…”

Section: Resultsmentioning

confidence: 99%

Propeller Ultralong Room Temperature Phosphorescence: New Aspect of Triphenylphosphine Derivatives

Gao

Dai

Hou

et al. 2023

Advanced Optical Materials

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Triphenylphosphine (Ph 3 P) derivatives, well-known ligands in transition metal catalysts, have been widely used in organic reactions such as Crabtree's catalyst, [11] Wilkinson's catalyst, [12] and Grubbs' catalyst. [13] During our synthetic study of catalysts for alkyne metathesis under ambient condition, [14] we unexpectedly observed that tris(2-methoxyphenyl) phosphine RTP-SDFMU-1 (Figure 1a), a simple and commercially available organic compound, displayed green afterglows lasting for ≈6 s (Figure S1f, Supporting Information) under natural light in air at 298 K in the solid state after the UV lamp (λ = 365 nm) was turned off (Figure 1b,c). Encouraged by this interesting finding, we investigated the photophysical properties of RTP-SDFMU-1 and related compounds, along with theoretical calculations, X-ray single crystal diffraction analysis, and application in anticounterfeiting.

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Section: Resultsmentioning

confidence: 99%

Propeller Ultralong Room Temperature Phosphorescence: New Aspect of Triphenylphosphine Derivatives

Gao

Dai

Hou

et al. 2023

Advanced Optical Materials

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“…The authors have cited additional references within the Supporting Information. [41][42][43][44][45][46][47][48][49][50]…”

Section: Supporting Informationmentioning

confidence: 99%

Emissive Click Cages

Maji,

Samanta,

Samanta

et al. 2023

Chemistry A European J

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Herein, we report the synthesis of cofacial organic cage molecules containing aggregation‐induced emissive (AIE) luminogens (AIEgens) through four‐fold Cu(I)‐catalyzed azide‐alkyne cycloaddition (CuAAC) “click” reactions. The shorter AIEgen tetraphenylethylene (TPE) afforded two orientational isomers. The longer building blocks of tetrabiphenylethylene (TBPE) afforded a single isomer. The click reaction employed is irreversible, yet it yields remarkable four‐fold click products above 40%. The phenyl rings around the ethylene core generate propeller‐shaped chirality owing to their orientation, which influences the chirality of the resulting cages. The shorter cages are a mixture of PP/MM isomers, while the longer ones are a mixture of PM/MP isomers, at least in the solid state. The newly synthesized cage molecules were emissive even in dilute solutions (THF) and exhibited enhanced AIE upon the addition of water. Upon aggregation in aqueous solution, the organic cage molecules exhibit turn‐off emission sensing of nitroaromatic explosives with selectivity for picric acid in 25‐38 nanomolar detection range.

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“…Assembly is expected to be one of the most intriguing strategies to build the chiral hierarchies with premade arrangements, properties, and functionalities 18 – 22 . Therefore, the assembles of the ordered connection and harmonious communication between building blocks are expected to generate the collective property and synergistic functionality beyond those of individuals 23 – 25 . Nevertheless, one grand challenge for constructing chiral structures and materials lies in the high entropic barriers associated with the chiral building blocks mostly of asymmetric geometries, nonplanar structures, and multiple conformations 26 , 27 , which are hardly overcome by the enthalpic compensation of typical weak driving forces (e.g., hydrogen bonding, Van der Waals and π-π interactions) 28 – 30 .…”

Section: Introductionmentioning

confidence: 99%

Biomimetic chiral hydrogen-bonded organic-inorganic frameworks

Guo,

Duan,

Jia

et al. 2024

Nat Commun

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Assembly ubiquitously occurs in nature and gives birth to numerous functional biomaterials and sophisticated organisms. In this work, chiral hydrogen-bonded organic-inorganic frameworks (HOIFs) are synthesized via biomimicking the self-assembly process from amino acids to proteins. Enjoying the homohelical configurations analogous to α-helix, the HOIFs exhibit remarkable chiroptical activity including the chiral fluorescence (glum = 1.7 × 10−3) that is untouched among the previously reported hydrogen-bonded frameworks. Benefitting from the dynamic feature of hydrogen bonding, HOIFs enable enantio-discrimination of chiral aliphatic substrates with imperceivable steric discrepancy based on fluorescent change. Moreover, the disassembled HOIFs after recognition applications are capable of being facilely regenerated and self-purified via aprotic solvent-induced reassembly, leading to at least three consecutive cycles without losing the enantioselectivity. The underlying mechanism of chirality bias is decoded by the experimental isothermal titration calorimetry together with theoretic simulation.

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Cage-Confinement Induced Emission Enhancement

Cited by 9 publications

References 54 publications

Propeller Ultralong Room Temperature Phosphorescence: New Aspect of Triphenylphosphine Derivatives

Propeller Ultralong Room Temperature Phosphorescence: New Aspect of Triphenylphosphine Derivatives

Emissive Click Cages

Biomimetic chiral hydrogen-bonded organic-inorganic frameworks

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