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1.
A novel biindenylidenedione compound, [2,2′‐bi‐1H‐indene]‐3,3′‐bis [(4‐oxo‐4‐ferrocenylbutanoyloxy)propyl]‐3,3′‐ dihydroxy‐1,1′‐dione was synthesized and characterized fully by 1H NMR, IR, MS and elemental analysis. The photochromic and photo‐induced radical properties were investigated by means of UV–vis and electron spin resonance spectroscopy, respectively. The results show that the title compound simultaneously exhibits photochromism in the solid state as well as generating stable free radicals under irradiation with 330 nm light. This fact provides evidence for the photochromic mechanism of this kind of compounds. Copyright © 2008 John Wiley & Sons, Ltd.  相似文献   

2.
2-Methylthiophene (1) was treated at 0°C with liquid bromine to form 3,5-dibromo-2-methylthiophene (2) which reacted with tributyl borate to give 2-methyl-3-bromo-5-boronate thiophene (3) at −78°C. Treatment of 3 with 3,4-difluorobrombenzene gave 2-methyl-3-bromo-5-(3,4-difluorophenyl)thiophene (4). Finally, a novel photochromic dithienylethene compound, 1,2-bis [2-methyl-5(3,4-difluorophenyl)-3-thienyl]perfluorocyclopentene (DT-1), was synthesized by the reaction of 4 with perfluorocyclopentene at −78°C. The compound (DT-1) was characterized by IR, NMR, MS, elemental analysis and its photochromic behavior was also discussed. __________ Translated from Chinese Journal of Organic Chemistry, 2007, 27(10): 1282–1284 [译自: 有机化学]  相似文献   

3.
刘太奇  杨莉燕  于建香 《有机化学》2007,27(10):1282-1284
在冰浴条件下, 2-甲基噻吩(1)与液溴反应生成3,5-二溴-2-甲基噻吩(2); 在-78 ℃条件下, 硼酸三丁酯加入2, 得到2-甲基-3-溴-5-硼酸基噻吩(3); 3,4-二氟溴苯与3反应得到2-甲基-3-溴-5-(3,4-二氟苯基)噻吩(4); 在-78 ℃下全氟环戊烯与4反应, 得到一种新的二芳基乙烯类光致变色化合物1,2-双[2-甲基-5-(3,4-二氟苯基)噻吩-3-基]全氟环戊烯(DT-1). 用IR, NMR, MS和元素分析确定了化合物DT-1的结构, 并对该化合物的光致变色特性进行了初步研究.  相似文献   

4.
5.
Two novel isoxazoline N,N‐bidentate ligands with ferrocene backbone have been synthesized and employed for the palladium‐catalyzed Heck coupling reaction. Among them, 1,3‐bis‐(5‐ferrocenylisoxazoline‐3‐yl)benzene was found to be thermally stable and a highly effective ligand for Heck coupling reaction in neat water without N2 protection, affording the desired coupling products in good to excellent yield with high diastereoselectivity. The developed catalytic system was also well workable for 1,2‐disubstituted alkenes, which were less involved in the Heck reaction for its larger steric hindrance. Copyright © 2014 John Wiley & Sons, Ltd.  相似文献   

6.
新型链状双取代二茂铁甲酸酚酯的合成   总被引:1,自引:0,他引:1  
由双取代二茂铁甲酰氯与烷基酚反应,合成了具有新型链状结构的八个二茂铁双取代衍生物。  相似文献   

7.
合成了一个新颖的金属铜和1,2-双(2′-甲基-5′-(4″-吡啶基)-3′-噻吩) 全氟代环戊烯 (BM-4-PTP)配合物,并用红外、核磁共振、元素分析进行了表征。研究了配合物在晶体相的光致变色性质和磁性性质。在光激发下,配合物[Cu(BM-4-PTP)2(CF3COO)2](THF)2(H2O)2(1)在晶体相显示出可逆的光异构反应。有趣的是,伴随着光致变色反应,配合物1的开环体(1o)和闭环体(1c)在晶体相还显示出磁性差异,1o1c的磁化率可逆地发生变化,说明由于开环异构体和闭环异构体的π共轭结构不同,通过配体BM-4-PTP桥联的铜离子之间的相互作用可以被光引发。  相似文献   

8.
A pyridinium substituted dithienylethene derivative was used for the first time as an efficient photoreducing agent of two different substrates. This reaction exhibits high catalytic yields due to the continuous regeneration of the initial state of the photochromic molecule.  相似文献   

9.
The solid state structures of three bissubstituted glycine ferrocene conjugates are described allowing a direct comparison of the structural parameters. Whereas the fully protected glycine ester Fc(Gly-OEt)2 adopts a 1,3′-conformation leading exclusively to intermolecular H-bond formation, the free acid Fc(Gly-OH)2 adopts the more compact 1,3′-comformation with intramolecular H-bonding. The same intramolecular H-bonding pattern is adopted by the glycine ferrocenophane Fc(Gly-CSA)2.  相似文献   

10.
Owing to their unique properties, ferrocene compounds are gaining increasing interest for biological applications, particularly as enzyme inhibitors. Phosphonate derivatives including a ferrocenyl moiety were synthesized by reaction of dimethyl‐ and diphenylphosphite with ferrocenyl methyl maleimide. The ferrocenyl diphenyl phosphonate complex was characterized by X‐ray diffraction. The ability of these organometallic compounds to inhibit the enzymatic activity of the serine esterases acetyl‐ and butyrylcholinesterase was investigated. It appeared that the new ferrocenyl phosphonates inhibited both enzymes by competitive, mixed or non competitve mechanisms with inhibition constants in the range 35–1000 µM. Both compounds also behave as slow time‐dependent inactivators of butyrylcholinesterase. The presence of the ferrocenyl entity seems then to have a dramatic effect on the biochemical behavior of the systems. Copyright © 2010 John Wiley & Sons, Ltd.  相似文献   

11.
By reduction of the cyano group in (R)-(cyanohydroxymethyl)ferrocene and (R,R)-1,1′-bis(cyanohydroxymethyl)ferrocene, amines were obtained giving access to several new diamine and diamide bridged chiral ferrocene derivatives. As a representative for an intramolecularly bridged ferrocene compound bearing two chiral centres (R,R)-8 was obtained with excellent optical purity.  相似文献   

12.
A series of dithienylethene-containing imidazolium salts with various substituents on the 2-position of the imidazolium ring has been synthesized. The photochromic properties of these compounds have been studied, and the closed forms are found to be solvatochromic due to the donor-acceptor interaction with the solvent molecules. The closed form of the imidazolium salt shows a much higher affinity towards nucleophiles over the open form of the salt. A reaction pathway has been proposed to account for this reactivity difference based on the structure-property relationship, and the possible structure of the reaction product is discussed.  相似文献   

13.
Hyunbong Choi  Jaejung Ko 《Tetrahedron》2005,61(15):3719-3723
A dyad bearing diarylethene and spiropyran units were synthesized. Ultraviolet light, visible light, H+, and Fe3+ inputs induce the multiple interconversion among the colorless diarylethene with spiropyran form (3), the colored closed form of diarylethene with spiropyran form (4), ME (5), MEH (6, 7) and MEH·Fe3+ (8). The efficient energy transfer from the anthracene emission to MEH·Fe3+ or ME·Fe3+ form was achieved. Using multi-mode photo switching in a dyad 3, logic gates may be built.  相似文献   

14.
The optical and redox properties of a methyl pyridinium appended 1,2-dithienylethene photochromic derivative have been thoroughly investigated. A complex multi-step photo/redox mechanism is proposed for the closed isomer on the ground of spectro-electrochemical and theoretical data. The generated compounds are not stable over the time because of chemical reactions associated to the redox processes and a new dithienylethene derivative incorporating a seven-membered ring has been isolated and characterized.  相似文献   

15.
A ferrocene dendrimer based on a cyclotriphosphazene core was prepared via a sixfold substitution reaction of N3P3Cl6 with a diferrocenyl benzyl alcohol dendron. All twelve ferrocene units in the dendrimer were found to be electrochemically equivalent.  相似文献   

16.
Thermogravimetric data and the kinetic interpretation of the curves of mass loss for ferrocene, ferrocenecarboxylic and ferrocenedicarboxylic acids and a series of ferrocene-containing polyamides are presented. The results indicate that the degradation process occurred with more than one stage of thermal degradation. The apparent activation energy values and the FTIR spectra of the degradation products suggest that the degradation mechanism occurred by either scission of weak links or by random scission of the chain. Apparently, the N-vicinal methylene group was the primary site of attack of oxygen on the polymer chain. This revised version was published online in August 2006 with corrections to the Cover Date.  相似文献   

17.
A phenanthrene unit has been functionalized by several methylthiophene units in order to bring it a photochromic behavior. These compounds were characterized by NMR, absorption and emission spectroscopies, theoretical calculations as well as cyclic voltammetry. The association of a phenanthrene group with a photochromic center could open the door to a new generation of organic field-effect transistors.  相似文献   

18.
Gated photochromism is of interest for the operation and control of modern high-tech optofunctional materials. For further advancing this topic towards the achievement of multifunctional molecular switching, however, it remains a great challenge to incorporate multiple fluorescence regulation into gated photochromism in one unimolecular system. Herein, it is reported that a dithienylethene derivative DTEN with a Schiff base connection can be facilely synthesized by one-step coupling, and it enabled distinct color and spectral changes upon different stimuli, including ultraviolet, visible light, Ni2+, and Al3+. Relying on hydrazine and hydroxy units in this molecule, compound DTEN exhibited novel Ni2+-locked photochromic characteristics originating from complexation of the compound with Ni2+ in a 2:1 stoichiometry. On the other hand, a 1:1 complexation between compound DTEN and Al3+ could allow both of the initial and photostationary states of DTEN to display fluorescent enhancement and a redshift, realizing a dual-fluorescence “turn-on” sensing of Al3+ by light. On this basis, it is argued that the switching of the coordination mode between DTEN and Ni2+ or Al3+ brings up the possibility of tunable photoswitching by multiple stimuli, which offers a novel way for future development of multifunctional switching materials with different input and output signals, as exemplified by the construction of a delicate molecular circuit.  相似文献   

19.
A series of liquid crystal ferrocene-containing Schiff bases of general formula C5H5FeC5H4-C6H4-N=CN-(X)C6H3-O(O)-C6H4-OCnH2n+1 (X=H, OH, n=3–12) was obtained, together with several analogs, 1,1-bis-substituted at the ferrocene fragment, having a thermotropic nematic mesophases. Derivatives with X=OH were used to obtain Cu2+ chelate complexes, of which the compounds with n=10 and n=12 displayed nematic liquid crystalline properties.Physicotechnical Institute, Kazan Scientific Center, Russian Academy of Sciences, 420083 Kazan. Translated from Izvestiya Akademii Nauk, Seriya Khimicheskaya, No. 2, pp. 402–407, February, 1992.  相似文献   

20.
首次合成了一个含氰基二噻吩乙烯闭环体化合物(Lc),用IR、1H NMR及X射线单晶衍射研究其结构,表明它是一对R,R和S,S对映异构体组成的消旋混合物,证实了光化学顺旋环化反应中己三烯结构转变为环己二烯结构。紫外可见光谱研究表明其在THF溶液和固相均具有可逆的光致变色性质,可见区最大吸收波长为607 nm。光异构化动力学研究表明开环反应为一级反应,而闭环反应为0级反应。将其进一步用作配体与Ag(CF3SO3)自组装合成了配合物1,并用元素分析、IR、1H NMR及电喷雾质谱进行结构表征。1在固相具有可逆的光致变色性质,但与开环配体组装的配合物不同,由于刚性的闭环配体结构限制了2个噻吩环的自由旋转,银离子与闭环配体配位未能修饰配体的吸收波长,1的可见区最大吸收波长与配体相同。与闭环配体相比,1的光异构化反应速度更快,这和循环伏安法测得其具有比配体更小的带隙结果一致。  相似文献   

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