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| 1 | Spiro-conjugated indenodiarylethenes: enabling steric-induced electronic tuning of photochromic and photoluminescent properties by spiro-conjugation显示文摘Light-operated excited-state photochemical reactions and the resulting photochromic materials have gained significant attention for their promising technological applications in molecular electronic and photonic devices.To obtain photochromic materials(e.g.,diarylethenes)with desired properties,the way to tune energy processes of the excited state is essentially important,from both fundamental and practical viewpoints.The modified diarylethenes mostly focused on structural improvements to achieve efficient photochromism.We report here two new spiro-conjugated indenodiarylethenes(named,SFI-Th and SFI-Sul)with an orthogonally arranged spiroπ-scaffold.The spiro fluorene sterically constrains the free volume of photoactive side aromatic rings,while the spiro-conjugation points toward modulation of the decaying channels of excited-state energy,thus allowing for tuning photochromic performances.These spirodiarylethenes SFI-Th and SFI-Sul are readily accessible with low cost and show distinct photochromic and photoluminescent properties.On one hand,the SFI-Th bearing bisthienyl side rings,is an excellent photochromic switch showing high thermal stability and high fatigue resistance in both solution and amorphous state,likely benefited from steric-induced excited-state energy transfer into reversible photochemical reactions,owing to higherπ-orbital spiro-conjugation between the two molecular halves.On the other hand,the SFI-Sul with bissulfonyl side rings,most notably,displays quantitative photocyclization to yield SFI-Sulc upon excitation.However,the ring-closed SFI-Sulc has an extremely slow photocycloreversion,and meanwhile immediately switches on emissive state with a strong fluorescence(Φf=0.57 in amorphous powder state).We study the modulated roles of spiroπ-scaffold in both cases computationally and experimentally,and attribute the facilitated photochemical reaction to the positively electronic effects of spiro-conjugation,and the photo-responsive radiative transition to the negatively electronic effects of spiro-conjugation,respectively.In all,this work demonstrates that the spiro-conjugation is a new and efficient strategy to deliver excitation energy transfer(EET)for featured photochromic properties,due to its advantage in steric-induced electronic modulation. | Tingting Huang Hongyu Liu Yawen Bang Yanpei Wang Yuan Liang Xinhao Wang Yang Zhang Sheng Xie Zebing Zeng Ben Zhong Tang | 2020 | Science China Chemistry2020，63，11： | 1 |
| 2 | Spiro-fused bicyclo[3,2,2]octatriene-cored triptycene:synthesis,molecular packing,and functional aggregates显示文摘Aggregate science has led to the existence of functional properties at the aggregate level that significantly differs from those of corresponding single-molecule species,leading to a number of novel conceptual materials with state-dependent functionality.For developing such materials,new molecular scaffolds that allow modulating the structural and functional properties of aggregates in a controlled manner could be extremely helpful.In this study,we report a class of spiro-fused bicyclo[3,2,2]octatriene triptycene derivatives with a unique 3 D molecular scaffolding structure that displays aggregation-induced emission(AIE)activity with bright solid-state blue luminescence.The core scaffold features a Y-shaped bicyclo[3,2,2]octatriene backbone and a vertical crossover arrangement of adjacent spiro-conjugated rings.Unlike classic bicyclo[2,2,2]octatrienes with high rigidity,this stereoscopic bicyclo[3,2,2]octatriene containing a seven-membered ring allows retaining certain flexibility in the molecular scaffold,which results in a weak fluorescence in dilute solutions(Φ_(F)<10%).However,the corresponding molecular aggregates emit intense fluorescence(Φ_(F)=50%-75%)and show prominent AIE activity because of the restriction of intramolecular scaffold motions.Moreover,in principle,these stereoscopic scaffold constructions with partially restricted flexibility facilitate the assembly of multiple different crystalline packing structures in both porous and nonporous forms depending on the growth conditions of crystalline aggregates.The obtained crystals with regular voids(12.85×6.89Aeach)show reversible luminescence in response to the adsorption/desorption of iodine vapor.These materials based on an unusual 3 D scaffold exhibit a high degree of structural modulation at the aggregate level and demonstrate potential applications in chemical sensing and flexible optoelectronics,which may open up the exploration of highly stereoscopic molecular building blocks for developing functional aggregates. | Qing Liu Xian Chen Zhibiao Zhou Tingting Huang Yanpei Wang Sheng Xie Zebing Zeng Ben Zhong Tang | 2021 | Science China Chemistry2021，64，11： | 1 |
| 3 | Fluorogenic detection of mercury ion in aqueous environment using hydrogel-based AIE sensing films显示文摘A“turn-on”fluorescent sensing strategy was developed for ultrasensitive detection of heavy metal mercury ion(Hg2+)directly in water.It utilized an aqueous soluble aggregation-induced emission(AIE)-active probe,named 1,1,2,2-tetrakis(4-(1Htetrazol-5-yl)phenyl)ethene(TPE-4TA),composing of a luminescent tetraphenylene core and multiple anionic tetrazolate spawns.The probe retained dark when molecularly dissolved in water.However,mercury ions can ligate with multiple tetrazolate groups to form infinite coordination polymer particles spontaneously,thus inducing a fluorogenic AIE response for in situ analysis.Moreover,by embedding this AIE sensing molecules in a hydrophilic polyvinyl alcohol substrate,the resulting hydrogel film allowed in situ detection of Hg^(2+)on a laser-induced fluorescence analysis setup in aqueous environment.This strategy worked effectively in common aqueous environments with pH from 4 to 7.5 and showed high sensitivity(limit of detection down to 0.38 ppb/1.9 nM),good selectivity and a wide linearity range for quantification.This work may lead to a reliable and promising platform for on-site environmental water analysis. | Shujun Wu Yujiao Yang Yao Cheng Shuodong Wang Zhibiao Zhou Pei Zhang Xinqi Zhu Baodui Wang Hua Zhang Sheng Xie Zebing Zeng Ben Zhong Tang | 2023 | Aggregate2023，4，3： | 0 |
| 4 | Stable Quadruple Helical Tetraradicaloid with Thermally Induced Intramolecular Magnetic Switching显示文摘We report an air-stable tetraradicaloid based on a rarely explored perylenequinonoid(PQ)core,namely,tetrabenzo-annulated tetracyclopenta[b,e,k,n]perylene(TBCP),which has a quadruple helical structure.As validated by X-ray crystallographic analysis and theoretical calculations,the nonplanar TBCP possesses unique hybrid resonance structures of two open-shell singlet diradicaloids.Remarkably,magnetic measurements reveal that TBCP in powder form shows unusual magnetic hysteresis upon heating followed by cooling,corresponding to interconversion of structure isomers with different magnetic properties.Such electronic properties can be rationalized as the response of structural changes to external thermal stimuli,accompanied by a subtle balance of two types of intramolecular magnetic interactions between four-site spin centers.The results provide a novel organic polyradicaloid as an unprecedented example of a functional material with the potential for intramolecular magnetic switching. | Jing Guo Zhiyu Li Jun Zhang Bo Li Yuan Liang Yanpei Wang Sheng Xie Hoa Phan Tun Seng Herng Jun Ding Jishan Wu Ben Zhong Tang Zebing Zeng | 2022 | CCS Chemistry2022，4，1： | 0 |
| 5 | Synthesis of 2-Amino-1,3,4-oxadiazoles through Elemental Sulfur Promoted Cyclization of Hydrazides with Isocyanides显示文摘一种肺结核特效药和 isonitriles 的新奇支持硫的环合被开发了生产 1,3,4-oxadiazole。方法与底层的一个宽范围操作上简单、兼容,各种各样的 2-amino- 1,3,4-oxadiazoles 高效地在好收益被获得。 | Wenhu Bao Chuang Chen Niannian Yi Jun Jiang Zebing Zeng Wei Deng Zhihong Peng Jiannan Xiang | 2017 | Chinese Journal of Chemistry2017，35，10： | 0 |
| 6 | Fusing Thienoisoindigo to the Conjugated Ribbons with Strong Absorption in the Second Near-Infrared Window显示文摘Organic dyes with strong absorption in the second near-infrared(NIR-II)window(1000-1700 nm)have multiple applications.However,the design and synthesis of stable NIR-II absorbing organic dyes are very challenging and constantly defy our synthetic ability.In this work,we have successfully synthesized a series of soluble and stable fused thienoisoindigo(nThIID)ribbons.The absorption maximum(λ_(max))of the ribbons increases from 644 nm of 1ThIID to 1252 nm of 6ThIID.Importantly,nThIIDs with n≥4 all display strong absorption in the NIR-II window with molar extinction coefficients(ε_(max))greater than 105 L mol^(−1)cm^(−1)atλmax.These molecules are promising photothermal conversion dyes with photothermal conversion efficiencies of ca.60%under 1064 nm laser irradiation. | Yu Jiang Yaogang Zhang Yunfeng Deng Shaoqiang Dong Bo Li Yuanping Yi Zebing Zeng Hanjiao Chen Hao Luo Yanhou Geng | 2022 | CCS Chemistry2022，4，11： | 0 |
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