39969-57-8Relevant articles and documents
Redox-driven molecular switches consisting of bis(benzodithiolyl)bithienyl scaffold and mesogenic moieties: Synthesis and complexes with liquid crystalline polymer
Ohtake, Toshihiro,Tanaka, Hideki,Matsumoto, Tetsuro,Kimura, Mutsumi,Ohta, Akira
, p. 6590 - 6602 (2014)
Molecular switches composed of a benzodithiolylbithienyl scaffold and biphenyl or terphenyl mesogenic substituents were designed and synthesized. The molecular switches could undergo redox-triggered interconversion between the cationic form and cyclized n
Dual Emission of meso-Phenyleneethynylene–BODIPY Oligomers: Synthesis, Photophysics, and Theoretical Optoelectronic Study
Flores, J. Reyes,Castruita-De León, Griselda,Turlakov, Gleb,Arias, Eduardo,Moggio, Ivana,Montemayor, Sagrario M.,Torres, Román,Ledezma, Raquel,Ziolo, Ronald F.,González-Torres, Julio
supporting information, p. 2493 - 2505 (2020/12/23)
Two series of 2,5-di(butoxy)phenyleneethynylenes, one halogenated (nPEC4-X; n=2, 3, or 4) and the other boron-dipyrromethene (BODIPY) terminated (nPEC4-By; n=3, 4, or 5; By=BODIPY), were synthesized monodirectionally by the step-by-step approach and the molecular structure was corroborated by NMR spectroscopy (1H, 13C-DEPTQ-135, COSY, HSQC, HMBC, 11B, 19F) and MALDI-TOF mass spectrometry. The multiplicity and J-coupling constants of 1H, 11B, and 19F/11B NMR signals revealed, in the nPEC4-By series, that the phenyl in the meso position of BODIPY becomes electronically part of the conjugation of the phenyleneethynylene chain, whereas BODIPY is electronically isolated. The photophysical, electrochemical, and theoretical studies confirm this finding because the properties of nPEC4-By are comparable to those of the nPEC4-X oligomers and BODIPY, indicating negligible electron communication between BODIPY and the nPEC4 moieties. Nevertheless, energy transfer (ET) from nPEC4 to BODIPY was rationalized by spectroscopy and theoretical calculations. Its yield decreases with the nPEC4 conjugation length, according to the increase in distance between the two chromophores, resulting in dual emission for the longest oligomer in which ET is quenched.
9,9′-bifluorenylidene derivatives as novel hole-transporting materials for potential photovoltaic applications
Kula, Slawomir,Paj?k, Agnieszka,Szlapa-Kula, Agata,Mieszczanin, Angelika,Gnida, Pawe?,Lipiński, Marek,Schab-Balcerzak, Ewa
, (2019/11/26)
Novel 9,9′-bifluorenylidene derivatives were designed to study the effect of alkyl chain length on selected physical properties. The structure of the synthesized compounds was confirmed by using NMR spectroscopy (1H, 13C, H–H COSY, H–C HMQC, H–C HMBC) and elemental analysis. They showed high thermal stability and undergo decomposition in the range of 388–400 °C. As was revealed by DSC investigations, they can be converted from crystalline to amorphous materials with relatively high glass transition temperature. The replacement of the alkyl chains from ethyl to butyl resulted in a significant negative impact on melting and glass transition temperatures. The synthesized derivatives undergo reversible electrochemical oxidation and reduction and showed a very low energy band gap (1.47 and 1.79 eV). They intensively absorb the light up 550 nm and also exhibited a week absorption band in the range of 550–750 nm. Their hole transporting ability was tested in perovskite solar cells. Additionally, the effect of the doping concentration of Li+ on photovoltaic device performance for these compounds was investigated. It should be stressed found that 9,9′-bifluorenylidene derivative substituted with ethyl units applied as hole transporting materials in perovskite solar cells demonstrated the highest device efficiency of 7.33% higher than of the spiro-OMeTAD utilized for preparation of the reference cell (4.40%).
The Cyclopropane Ring as a Reporter of Radical Leaving-Group Reactivity for Ni-Catalyzed C(sp3)-O Arylation
Mills, L. Reginald,Monteith, John J.,Dos Passos Gomes, Gabriel,Aspuru-Guzik, Alán,Rousseaux, Sophie A. L.
supporting information, p. 13246 - 13254 (2020/09/01)
The ability to understand and predict reactivity is essential for the development of new reactions. In the context of Ni-catalyzed C(sp3)-O functionalization, we have developed a unique strategy employing activated cyclopropanols to aid the design and optimization of a redox-active leaving group for C(sp3)-O arylation. In this chemistry, the cyclopropane ring acts as a reporter of leaving-group reactivity, since the ring-opened product is obtained under polar (2e) conditions, and the ring-closed product is obtained under radical (1e) conditions. Mechanistic studies demonstrate that the optimal leaving group is redox-active and are consistent with a Ni(I)/Ni(III) catalytic cycle. The optimized reaction conditions are also used to synthesize a number of arylcyclopropanes, which are valuable pharmaceutical motifs.
Light-Promoted Nickel Catalysis: Etherification of Aryl Electrophiles with Alcohols Catalyzed by a NiII-Aryl Complex
Cao, Rui,Lai, Chu-Hui,Li, Gang,Liu, Fengyi,Lu, Huan-Huan,Wang, Chao,Xiao, Jianliang,Xue, Dong,Yang, Liu,Zhang, Wei
supporting information, p. 12714 - 12719 (2020/06/02)
A highly effective C?O coupling reaction of (hetero)aryl electrophiles with primary and secondary alcohols is reported. Catalyzed by a NiII-aryl complex under long-wave UV (390–395 nm) irradiation in the presence of a soluble amine base without any additional photosensitizer, the reaction enables the etherification of aryl bromides and aryl chlorides as well as sulfonates with a wide range of primary and secondary aliphatic alcohols, affording synthetically important ethers. Intramolecular C?O coupling is also possible. The reaction appears to proceed via a NiI–NiIII catalytic cycle.
Alkyloxy modified pyrene fluorophores with tunable photophysical and crystalline properties
Kapf, Andreas,Eslahi, Hassan,Blanke, Meik,Saccone, Marco,Giese, Michael,Albrecht, Marcel
supporting information, p. 6361 - 6371 (2019/04/25)
Novel alkyloxy modified 2,7-di-tert-butyl-4,5,9,10-tetra(arylethynyl)pyrenes were prepared through a straightforward Sonogashira coupling approach. Optical properties such as quantum yields and absorption/emission spectra of the fluorophores were investigated by UV/Vis and fluorescence measurements. Aggregation induced excimer formation of the chromophores in polar solvents and in the solid state was proved by the presence of a characteristic bathochromically shifted emission band and a decrease of the emission capability. These results strongly indicate the unexpected observation that the excimer formation of adjacent pyrene rings is not prevented by the introduction of bulky tert-butyl substituents. Single-crystal X-ray and computational analyses reveal the co-planar alignment of adjacent molecules and the presence of π-π-stacking in the molecular packing of the pyrene polyaromatics. Furthermore, fluorescence, DSC and POM measurements indicate that the aggregation behaviour, the thermal characteristics and the crystalline properties are significantly influenced by changing structural features of the attached functional groups at the periphery of the pyrene core.
Oxalic Diamides and tert-Butoxide: Two Types of Ligands Enabling Practical Access to Alkyl Aryl Ethers via Cu-Catalyzed Coupling Reaction
Chen, Zhixiang,Jiang, Yongwen,Zhang, Li,Guo, Yinlong,Ma, Dawei
supporting information, p. 3541 - 3549 (2019/02/26)
A robust and practical protocol for preparing alkyl aryl ethers has been developed, which relies on using two types of ligands to promote Cu-catalyzed alkoxylation of (hetero)aryl halides. The reaction scope is very general for a variety of coupling partners, particularly for challenging secondary alcohols and (hetero)aryl chlorides. In case of coupling with aryl chlorides and bromides, two oxalic diamides serve as the powerful ligands. The tert-butoxide is first demonstrated as a ligand for Cu-catalyzed coupling reaction, leading to alkoxylation of aryl iodides complete at room temperature. Additionally, a number of carbohydrate derivatives are applicable for this coupling reaction, affording the corresponding carbohydrate-aryl ethers in 29-98% yields.
A pramoxine hydrochloride preparing method
-
Paragraph 0018; 0020, (2018/04/21)
The invention belongs to the technical field of medicine synthesis, and particularly relates to a pramoxine hydrochloride preparing method. The method includes reacting p-bromophenol and 1-bromobutaneunder catalytic functions of an alkali to prepare an intermediate that is 1-bromo-4-tert-butoxybenzene; synthesizing pramoxine having a base group from the 1-bromo-4-tert-butoxybenzene and 3-morpholinopropanol with the existence of a strong alkali; and subjecting the pramoxine having the base group to salification to obtain the pramoxine hydrochloride. The yield of the pramoxine hydrochloride prepared by the method is higher than 80%, and liquid-phase purity of the prepared pramoxine hydrochloride is higher than 99.8%. The method is used for preparing the pramoxine hydrochloride, and is simple to operate and high in yield, raw materials are easily available, product purity is high, the cost is low, and pollution is low.
A Strategy of “Self-Isolated Enhanced Emission” to Achieve Highly Emissive Dual-State Emission for Organic Luminescent Materials
Xu, Yanzi,Ren, Lin,Dang, Dongfeng,Zhi, Ying,Wang, Xiaochi,Meng, Lingjie
supporting information, p. 10383 - 10389 (2018/07/31)
Currently, the commonly developed organic luminescent materials (OLMs) usually exhibit poor luminescent performance in aggregated solid states compared with their well-dissolved solution states, making it a tough goal to achieve the highly emissive dual-s
CERAMIDE GALACTOSYLTRANSFERASE INHIBITORS FOR THE TREATMENT OF DISEASE
-
Paragraph 00285; 00288; 00626; 00627, (2018/07/29)
Described herein are compounds, methods of making such compounds, pharmaceutical compositions and medicaments containing such compounds, and methods of using such compounds to treat or prevent diseases or disorders associated with the enzyme ceramide galactosyltransferase (CGT), such as, for example, lysosomal storage diseases. Examples of lysosomal storage diseases include, for example, Krabbe disease and Metachromatic Leukodystrophy.