- Size-selective encapsulation of C60 and C60-derivatives within an adaptable naphthalene-based tetragonal prismatic supramolecular nanocapsule
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A novel naphthalene-based 5·(BArF)8 capsule allows for the size-selective inclusion of C60 from fullerene mixtures. Its size selectivity towards C60 has been rationalized by its dynamic adaptability in solution that has been investigated by molecular dynamics. Additionally, 5·(BArF)8 encapsulates C60-derivatives such as C60-PCBM and N-methylpyrrolidine-C60. The latter can be separated from C60 since 5·(BArF)8 displays distinct affinity for them.
- García-Simón, Cristina,Monferrer, Alba,Garcia-Borràs, Marc,Imaz, Inhar,Maspoch, Daniel,Costas, Miquel,Ribas, Xavi
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Read Online
- Discrimination of cis-trans isomers by dinuclear metal cryptates at physiological pH: Selectivity for fumarate vs. maleate
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Cryptand L (L = N[(CH2)2NHCH2(2,6-C 10H6)CH2NH(CH2)2] 3N) and its dinuclear metal cryptates [Zn2L](NO 3)4 (1) and [Cu2L](ClO4)4 (2) have been prepared, and the binding properties of the cryptates with fumarate and its cis isomer maleate were investigated using fluorescent spectra, 1H NMR titrations and single crystal X-ray diffraction analysis for [(Cu2L)(fum)][ClO4]2 (3) (fum = fumarate). Thanks to the size and shape matching effect, the cryptates can selectively recognize fumarate at physiological pH, with an association constant almost 18-fold larger than that of maleate, forming a cradle-like cascade complex.
- Xie, Gao-Yi,Jiang, Long,Lu, Tong-Bu
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Read Online
- A novel donor-π-acceptor halochromic 2,6-distyrylnaphthalene chromophore: synthesis, photophysical properties and DFT studies
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In this study a new 2,6-distyryl naphthalene [2-((4-((E)-2-(6-((E)-2,4-bis(methylsulfonyl)styryl)naphthalen-2-yl)vinyl)phenyl)(ethyl)amino)ethan-1-ol;ASDSN] was synthesized successfully using Heck chemistry as the main reaction. TheASDSNcompound is a dono
- Panahi, Farhad,Mahmoodi, Ali,Ghodrati, Sajjad,Eshghi, Fazlolah
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p. 168 - 176
(2021/02/09)
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- Perylene-based covalent organic frameworks for acid vapor sensing
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Traditionally, the properties and functions of covalent organic frameworks (COFs) are defined by their constituting building blocks, while the chemical bonds that connect the individual subunits have not attracted much attention as functional components of the final material. We have developed a new series of dual-pore perylene-based COFs and demonstrated that their imine bonds can be protonated reversibly, causing significant protonation-induced color shifts toward the near-infrared, while the structure and crystallinity of the frameworks are fully retained. Thin films of these COFs are highly sensitive colorimetric acid vapor sensors with a detection limit as low as 35 μg L-1 and a response range of at least 4 orders of magnitude. Since the acidochromism in our COFs is a cooperative phenomenon based on electronically coupled imines, the COFs can be used to determine simultaneously the concentration and protonation strength of nonaqueous acid solutions, in which pH electrodes are not applicable, and to distinguish between different acids. Including the imine bonds as function-determining constituents of the framework provides an additional handle for constructing multifunctional COFs and extending the range of their possible applications.
- Ascherl, Laura,Evans, Emrys W.,Gorman, Jeffrey,Orsborne, Sarah,Bessinger, Derya,Bein, Thomas,Friend, Richard H.,Auras, Florian
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supporting information
p. 15693 - 15699
(2019/10/14)
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- Synthesis of Rationally Halogenated Buckybowls by Chemoselective Aromatic C?F Bond Activation
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Halogenated buckybowls or bowl-shaped polycyclic aromatic hydrocarbons (BS-PAHs) are key building blocks for the “bottom-up” synthesis of various carbon-based nanomaterials with outstanding potential in different fields of technology. The current state of
- Papaianina, Olena,Akhmetov, Vladimir A.,Goryunkov, Alexey A.,Hampel, Frank,Heinemann, Frank W.,Amsharov, Konstantin Y.
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p. 4834 - 4838
(2017/04/11)
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- Steric hindrance to the syntheses and stabilities of 1,5- and 2,6-naphthalene N-permethylated diammonium salts
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A series of naphthalene-1,5- and 2,6-diamines and their N-methyl derivatives were synthesized and characterized. 1H NMR spectroscopy showed that an aqueous solution of naphthalene-2,6-di(NMe3I) (2) underwent considerable demethylation over a 24 h period after its initial preparation. Exchange of the iodide nucleophilic anion by the triflate non-nucleophilic counter-ion afforded a stable quaternary aminium salt. H/D α-position exchange in D2O solutions of naphthalene-2,6-di(NH2MeCl) (3·HCl) and naphthalene-2,6-di(NHMe2Cl) (4·HCl) with acidic +NH protons was observed, but not in those of naphthalene-2,6-di(NMe3I) or triflate (2 or 5). Exhaustive per-N-methylation of naphthalene-1,5-di(NMe2) (7) afforded only the mixed naphthalene-1-NMe3I-5-NHMe2I quaternary aminium-tertiary ammonium salt due to severe 1,8-type peri-strain.
- ?kalamera, Dani,Cao, Liping,Isaacs, Lyle,Glaser, Robert,Mlinari?-Majerski, Kata
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p. 1541 - 1546
(2016/03/01)
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- ORGANIC COMPOUND, ORGANIC LIGHT-EMITTING ELEMENT AND DISPLAY DEVICE
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PROBLEM TO BE SOLVED: To provide an organic compound which has high stability at electrical potentials for functioning as an n-type dopant, namely, electrical potentials near 4.2 eV. SOLUTION: The organic compound is represented by the following general formula. (In the formula, R1 to R4 represent C1-6 alkyl groups that may be identical or different; Ar1 represents an optionally substituted aromatic hydrocarbon group or heteroaryl group; and n represents 1 or 2.) COPYRIGHT: (C)2016,JPOandINPIT
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Paragraph 0121; 0122
(2016/10/17)
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- Readily accessible oxazolidine nitroxyl radicals: Bifunctional cocatalysts for simplified copper based aerobic oxidation
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Using a two-step procedure a range of bifunctional oxazolidine nitroxyl radicals have been prepared. The application of these co-catalysts to the copper-based aerobic oxidation of alcohols was then investigated. From these studies it was found that the parent tetramethyloxazolidine nitroxyl radical L1 was competent for oxidation in the presence of 2,2′-bipyridine, and the bifunctional pyridyl-containing nitroxyl radicals L2 and L3 could be used in the absence of additional coordinating ligands. Following optimization, the scope of this simplified transformation was explored, demonstrating that a range of primary and secondary benzylic alcohols are readily oxidized. In addition, the oxidation of allylic alcohols and hydroquinone can be achieved. Copyright
- Gartshore, Christopher J.,Lupton, David W.
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scheme or table
p. 3321 - 3328
(2011/02/26)
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- NOVEL AMIDINE COMPOUNDS FOR TREATING MICROBIAL INFECTIONS
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Novel amidine and diamidine compounds are useful in the treatment of microbial infections, including mycobacterial, fungal and protozoal infections. Pharmaceutical formulations comprising these compounds can be used in methods of treating microbial infect
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Page/Page column 37-38
(2010/02/11)
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- A facile and selective synthetic method for the preparation of aromatic dialdehydes from diesters via the amine-modified SMEAH reduction system
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A new reduction system employing N-methylpiperazine-modified sodium bis(2-methoxyethoxy)aluminum hydride (NMP-SMEAH) for the conversion of aromatic diesters to dialdehydes is described. The method is plain and efficient, and can be carried out under mild and operationally simple conditions applicable for large scale productions.
- Hagiya, Kazutake,Mitsui, Sunao,Taguchi, Hiroaki
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p. 823 - 828
(2007/10/03)
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- Synthesis and photophysical studies of bis-enediynes as tunable fluorophores
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We have synthesized a family of bis-enediynes by two complementary Pd/Cu-catalyzed Sonogashira cross-coupling methods. One is a modified Sonogashira reaction between the TMS-protected tetraalkyne 20 (or 21) and various aromatic bromides to afford bis-enediynes 22a-d and 23a-d bearing different peripheral aryl units. The other, the reaction of bifunctional 1,1-dibromo-1-alkenes with phenylacetylene, afforded a series of bis-enediynes 24-32 bearing various core aryl groups. These chemical modifications to the core and periphery of bis-enediynes induce dramatic changes in absorption and emission spectra. Bis-enediynes 22 and 23 show a large Stokes shift of about 50-110 nm when compared to the less-conjugated bis-enediynes 20 and 21. Absorptions and emissions of bis-enediynes 25, 27-29, and 31 were red-shifted relative to those of enediyne 35. Substantial increases in fluorescence quantum yields are observed as a result of extending the π-conjugation. The emission wavelength of bis-enediynes was tailored from indigo blue to reddish-orange, suggesting that the color of emission can be tunable by modification of the core and/or peripheral units.
- Hwang, Gil Tae,Son, Hyung Su,Ku, Ja Kang,Kim, Byeang Hyean
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p. 11241 - 11248
(2007/10/03)
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