Ferrocenyl-substituted fluorescent anthracenes and anthraquinones

The synthesis of a range of ferrocene-substituted ethynylanthracenes and 1,1^′-(bis-(2-ethenylanthraquinoyl)ferrocene has been achieved. The synthesis relies on the production of ferrocenylanthraquinones as key precursors. The products were obtained in the reactions of ferrocenylanthraquinones with phenylethynyllithium or trimethylsilylethynyllithium followed by reduction with tin chloride. The key products such as 1- and 2-ferrocenyl(9,10-bis-phenylethynyl)anthracenes have been characterised by X-ray single crystal diffraction.     

The first examples of anthracene capped chiral carbohydrate derived dendrimers: synthesis, fluorescence and chiroptical properties

The first examples of anthracene capped chiral dendrimers derived from a 1,3,5-trisubstituted aromatic core and carbohydrate units in the interior and periphery are described. Excimer formation was evident from the fluorescence spectrum, and both fluorescence and chiroptical properties indicated that the dendrimer does not undergo aggregation in the ground state.     

Fused multifunctionalized bridge aromatic hydrocarbons from in situ-generated arynes and anthracene derivatives

This study presents a facile strategy for the formation of highly substituted butterfly 1,4-adducts/9,10-adducts via the Diels–Alder reaction of benzyne intermediates. The method achieves very good to excellent yields of the respective anthracene derivatives under mild conditions. This practical protocol is compatible with a variety of sensitive functional groups and provides access to difunctionalized bridge 1,4-adducts/9,10-adducts.     

SYNTHESIS OF FUNCTIONAL MACROMOLECULE INTERMEDIATE THROUGH ACYLATION CATALYZED BY [Emim]Cl-AlCl3 IONIC LIQUID

Acylation reaction of anthracene with oxalyl chloride in the presence of [Emim]Cl-AlCl3 ionic liquid has been investigated. Pure 1,2-aceanthryenedione, which is used as intermediate of functional aromatic polymer material, was obtained by recrystalling the reaction mixture with aether and was determined by GC/MS, 1↑HNMR and FTIR analysis. The influences of various parameters, such as the contents of AlCl3 in [Emim]Cl-AlCl3, the amount of acylation agent, amount of [Emim]Cl-AlCl3, reaction temperature and reaction time were investigated. The optimum conditions were as follows： the molar fraction of AlCl3 in ionic liquid [x（AlCl3）] being 0.67, molar ratio of ionic liquid to anthracene being 2：1, molar ratio of oxalyl chloride to anthracene being 2：1, reaction temperature being 40℃ and reaction time being 6h. Under above conditions, the yield and selectivity of 1,2-aceanthrylenedione can reach 91.5% and 98.3% respectively. Further more, [Emim]Cl-AlCl3 ionic liquid, compared with metal halides such as AlCl3, was found to catalyze the reaction as a novel environmental friendly catalyst and solvent and can be reused.     

蔥与菲的激发等离子体质谱的分析和比较

蒽和菲是一对同分异构体,由于它们的结构都很稳定,所以在常规的电子轰击质谱中,它们的分子离子峰都很突出,两者的谱图没有明显的差异,不能成为一种鉴别手段.我们最近在自制的仪器上,记录了以近红外激光作用于这两个稠环芳香烃所产生的正负离子质谱,两者的谱图具有明显的不同,其中包含了较为丰富的结构信息,显示了这一研究手段的结构分析能力。     

The use of the DPE radical polymerization method for the synthesis of chromophore-labelled polymers and block copolymers

Two analogues of diphenylethene carrying phenanthrene (1-(9-phenanthryl)-1-phenylethene (PPE)) and anthracene (1-(2-anthryl)-1-phenylethene (APE)) units were used in radical polymerization of styrene (St) and methyl methacrylate (MMA) at 80 °C using AIBN as initiator. Because of the nature of the polymerization, the resulting polymers possess the corresponding chromophoric groups. Using the methodology of a DPE system, these labelled polymers were further used for the synthesis of block copolymers. In this way poly(methyl methacrylate)-b-poly(styrene) and poly(methyl methacrylate)-b-poly(acrylonitrile) with molar masses of 60,000-90,000 g/mol were synthesized. Incorporation of the chromophoric groups into both homo- and block copolymers was confirmed by spectral measurements.     

An anthracene-based Cd fluorescent chemosensor with a 4,7-bis(2-hydroxyethyl)-9-hydroxy-1,4,7-triazanonyl group as a highly selective chelator to Cd over Zn

We have developed a Cd²⁺ fluorescent chemosensor with high selectivity as well as sensitivity by tethering a 4,7-bis(2-hydroxyethyl)-9-hydroxy-1,4,7-triazanonyl chelator to anthracene. This sensor features the ability to discriminate Cd²⁺ from Zn²⁺ to a high degree (K_dZn/K_dCd = 560) in a pH 7.2 buffer.     

Thermo-induced structural transformation with synergistic optical and magnetic changes in ytterbium and erbium complexes

Dinuclear ytterbium and erbium based bifunction complexes Ln₂L₂(depma₂)Cl₂ (1-Ln, Ln = Yb and Er, H₂L = N¹,N³-bis(salicylideneimino)diethylenetriamine, depma₂ = dimerized 9-diethyl-phosphonomethylanthracene) are reported. They undergo thermo-induced consecutive phase transitions, first the dissociation of depma₂ ligand forming LnL(depma)Cl (2-Ln) and then the release of chloroethane forming LnL(epma) (3-Ln, epma = 9-ethylphosphonomethylanthrancene). The structural transformations are accompanied with synergetic switch of the luminescence in visible and NIR regions and also magnetic dynamics.     

Water inclusion as a trigger for modulation of anthracene arrangement and fluorescence emission of organic salt

An organic salt composed 9,10-bis(4-aminophenyl)anthracene and hypophosphorous acid emits yellow-green fluorescence in the crystalline state. The salt also gives water inclusion crystal which provides blue-green fluorescence. Single X-ray crystal studies revealed that water molecules induced the fluorescence change resulting from reaggregation of molecular packing.