TETRAHEDRON
·
2017
·
IF 2.651
Ling-Ling Wu,Gao H. Yang,Zhi Guan,Yan-Hong He
The Rose Bengal sensitized intermolecular [2 + 2]-cycloaddition of 3-ylideneoxindoles for the synthesis of spirocyclic oxindoles was developed successfully under visible light irradiation conditions. The cycloaddition products were obtained in good yields (up to 93%) with excellent diastereoselectivity and regioselectivity by using a low loading of Rose Bengal (0.125 mol%) as a triplet sensitizer. This work demonstrates the potential benefits of Rose Bengal in visible light catalysis.
研究领域:
有机化学
·
光化学
✓ 已验证
产品关联
DOI
高影响因子
MOLECULES
·
2023
·Vol. 28
·期 4
·1930
·
IF 4.6
Yanqi Ban,Hui Wang,Zixuan Xiao,Lishui Sun,Qingyan Pan,Yingjie Zhao
A carbon–carbon-linked, ultrathin, two-dimensional (2D) polymer film was prepared at the air/water interface through photochemically triggered [2 + 2] cycloaddition. The preorganization of the monomers on the water surface and the subsequent photo-polymerization led to the successful preparation of the ultrathin 2D polymer film. The obtained film is continuous, free standing, and has a large area (over 50 μm2). Transmission electron microscopy (TEM) and atomic force microscopy (AFM) give clear evidence of the ultrathin film morphology. Raman spectroscopy and X-ray photoelectron spectroscopy (XPS) indicate successful photo-induced [2 + 2] polymerization.Keywords:two-dimensional polymers;covalent organic frameworks;porous materials;interfacial synthesis;[2 + 2] cycloaddition;photochemistry
研究领域:
材料科学
·
化学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
CRYSTENGCOMM
·
2018
·Vol. 20
·期 8
·1151-1157
·
IF 3.304
Qiangwen Fan,Xiaowei Duan,Hong Yan
The solid state [2 + 2] photocycloaddition of N,N′-diacyl-1,4-dihydropyrazines has been investigated using thiourea as a template to preorient the reactants in the crystalline state in a manner that is beneficial for the [2 + 2] photocycloaddition. The structures of the photoadducts, syn-dimers and cage-dimers, were determined using NMR and single-crystal X-ray diffraction. According to the topochemical principles used to assess the feasibility of solid state photochemical [2 + 2] cycloaddition, topological analysis of cocrystals consisting of the N,N′-diacyl-1,4-dihydropyrazines and thiourea, as well as the syn-dimers, was performed to investigate the influence of packing modes and non-covalent interactions on their solid state photoreactivity. The results showed that the solid state [2 + 2] reactivities of both the N,N′-diacyl-1,4-dihydropyrazines assembled using thiourea and the syn-dimers were controlled by the topochemical orientation of the potentially reactive double bonds and the H-bonding interactions within the adjacent reactive molecules.
研究领域:
有机化学
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光化学
·
晶体工程
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超分子化学
·
药物合成
✓ 已验证
DOI
高影响因子
CHEMICAL RESEARCH IN CHINESE UNIVERSITIES
·
2020
·Vol. 36
·期 5
·816-820
·
IF 1.063
Chu Ning,Xu Shuping,Xu Weiqing
Two different kinds of configurations of 1,4-bis[2-(4-pyridyl)ethenyl]-benzene( trans -bpeb and cis -bpeb) were achieved, and a bpeb dimer was synthesized in dimethyl sulfoxide(DMSO). Compared with the previous work that synthesized the bpeb dimer or polymer in crystal with a template agent needed, the reaction occurred in a solution phase in the present method. A hand-held ultraviolet lamp(365 nm) with the power of 12 W and the Watt density of 0.35 mW/cm 2 can realize the photodimerization of bpeb, instead of the high-power mercury lamp in most previous studies. Unlike other 2+2 cycloaddition in liquid state using catalysts even noble metals, no catalysts were required here, which is cost-saving. Only the trans -pbeb can start the cycloaddition and the formation of the close J-aggregations of trans -pbeb in DMSO is a precondition for explaining the 2+2 photodimerization. The productivity for the 2+2 cycloaddition product was achieved as 55.6%.
研究领域:
有机化学
·
光化学
·
超分子化学
·
材料化学
·
合成方法学
✓ 已验证
DOI
高影响因子
NEW JOURNAL OF CHEMISTRY
·
2023
·Vol. 47
·期 8
·3726-3733
·
IF 3.3
Shang-Wei Yuan,Heng Wu,Xi Nan Yang,Mao-Xia Yang,Yang Luo,Wen Min,Zhen-Feng Lu,Carl Redshaw,Zhu Tao,Xin Xiao
The use of cucurbit[n]urils to control the photochemical reactions of styrylpyridine salts has become a new strategy in supramolecular chemistry. In an aqueous solution, styrylpyridine derivatives (CHP) can form supramolecular complexes of the 1 : 2 and 2 : 1 type with cucurbit[8]uril (Q[8]) and cucurbit[7]uril (Q[7]), respectively. Given the photosensitivity of the CHP, the CC bond of the CHP undergoes a cis-trans isomerization reaction and a [2 + 2] cycloaddition reaction under 365 nm UV irradiation in an aqueous solution. After binding with Q[8], the photo-induced [2 + 2] cycloaddition reaction rate of the CHP is greatly increased, while after binding with Q[7], the CC bond of the CHP only undergoes a cis-trans isomerization reaction, i.e. no further photo-induced [2 + 2] cycloaddition reaction occurs. Competitive experiments demonstrated that CHP is more inclined to combine with Q[7], and thus when Q[7] and Q[8] coexist in the system, the inhibition of the [2 + 2] cycloaddition reaction of CHP by Q[7] is not disrupted. The characteristics of this supramolecular catalysis and supramolecular protection make it applicable to catalyze or inhibit reactions required under specific circumstances.
研究领域:
超分子化学
·
光化学
✓ 已验证
DOI
高影响因子
DYES AND PIGMENTS
·
2023
·
IF 4.5
Hui Yu,Wenbo Wu,Hongtu Zhao,Kui Chen,Shuyu Li,Mingzhe Tan,Ting Wang,Xin Huang,Na Wang,Hongxun Hao
Multi-stimuli responsive luminescent materials are ideal materials for luminescent anti-counterfeiting technology. Currently, it is still challenging to develop excellent multi-stimuli-responsive material that is easy to synthesize and low-cost. Herein, a dicyanostilbenebenzene derivative (α-CFP) with a symmetrical structure was designed and successfully synthesized, which showed obvious AIE and solvent effects in solution. Two polymorphs of it were prepared by controlling the cooling rate, and it was found that green-emitting Form I and blue-emitting Form II can transform into each other by heat and mechanical force. Crystal structure analysis reveals the possible intrinsic mechanism of polymorphism-dependent emission and interconversion. Further studies found that both Form I and Form II could transform into another new polymorph Form III upon heating to 220 °C. Form III can undergo photoinduced [2 + 2] cycloaddition reaction accompanied by discoloration, and it can return to its original state by heating. Finally, three application scenarios were designed and demonstrated, which confirm their potential applications in information encryption and anti-counterfeiting.
研究领域:
材料科学
·
化学
·
光学
·
纳米技术
✓ 已验证
产品关联
DOI
高影响因子
JOURNAL OF CHROMATOGRAPHY A
·
2021
·
IF 4.759
Yuhao Han,Panpan Chen,Zhichao Li,Xiao Wang,Chenglong Sun
Ultraviolet (UV) light-catalyzed Paternò-Büchi (PB) reaction has been developed as an efficient lipid C=C double bond (DB) derivatization strategy, which can accurately assign the position of C=C bond in unsaturated lipids when coupled with tandem mass spectrometry (MS/MS). Inspired by this, here we proposed a novel visible-light induced [2+2] cycloaddition reaction combined with ESI-MS/MS and MALDI-MS/MS to identify lipid C=C position isomers. Benz[g]isoquinoline-5,10-dione (BIQD) and 6,9-difluorobenzo[g]isoquinoline-5,10-dione (DF-BIQD) were developed as a new type of [2+2] cycloaddition reagent, which can not only react with C=C bond under 254 nm UV light irradiation, but also quickly combine with lipid C=C bond under the irradiation of 405 nm visible-light and > 400 nm compact fluorescent lamp visible-light. High cycloaddition reaction conversion efficiency can be achieved by irradiating under compact fluorescent lamp light for 2 min. Moreover, we discovered that 437 nm, 489 nm, 545 nm, 581 nm, and 613 nm monochromatic light appearing in compact fluorescent lamp can individually induce the [2 + 2] cycloaddition reaction between DF-BIQD and unsaturated lipids. Using this method, we found that the expressions of lipid DB-positional isomers in rat heart, brain, lung, spleen, thymus, kidney, liver and plasma vary greatly. The relative content of FA-18:1 (Δ9) in rat heart is only 1.49 times that of FA-18:1 (Δ11), while the relative content of FA-18:1 (Δ9) in rat plasma is 5.20 times that of FA-18:1 (Δ11). The above results offer new insight into the development of photocatalytic reagent for visible-light induced [2+2] cycloaddition and structural lipidomic studies.
研究领域:
化学
·
生物化学
·
分析化学
·
脂质组学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
危险品化学品经营许可证（带存储）