- Small molecular gelling agents to harden organic liquids: Trialkyl cis-1,3,5-cyclohexanetricarboxamides
-
Trialkyl cis-1,3,5-cyclohexanetricarboxamides were able to cause physical gelation in organic liquids to afford completely transparent organogel. The main driving force for gelation was intermolecular hydrogen bonding between amides and van der Waals inte
- Hanabusa, Kenji,Kawakami, Atsushi,Kimura, Mutsumi,Shirai, Hirofusa
-
-
Read Online
- Anionic polymerization of an acrylonitrile trimer studied by photoelectron spectroscopy
-
Anionic polymerization of an acrylonitrile trimer was discussed. Photoelectron spectrum was studied which is produced by electron impact on an acrylonitrile cluster. Results showed that the formation of stereoisomer is determined by the energetics and the entropy requirement of the reaction system.
- Fukuda, Yuji,Ichihashi, Masahiko,Terasaki, Akira,Kondow, Tamotsu,Osoda, Kazuhiko,Narasaka, Koichi
-
-
Read Online
- A flexible solution to anion transport: Powerful anionophores based on a cyclohexane scaffold
-
Transmembrane anion carriers (anionophores) have potential for biological activity, including the treatment of channelopathies such as cystic fibrosis. A new family of anionophores has been synthesized, in which three thiourea groups are mounted on a cyclohexane-based scaffold. Though conceptually related to earlier polycyclic systems, these molecules are simpler and far more accessible. Preorganization is somewhat reduced compared to earlier systems, and anion affinities are correspondingly lower. However, transport activities set new records. This surprising performance suggests a role for controlled flexibility in the design of transmembrane anion carriers. Speedy shuttling: New anionophores were developed which are simpler and far more accessible than conceptually related earlier systems. They are also less preorganized and anion affinities are lower (as expected), but transport activities set new records. This surprising performance suggests a role for controlled flexibility in the design of transmembrane anion carriers.
- Cooper, James A.,Street, Steven T. G.,Davis, Anthony P.
-
-
Read Online
- Holographic investigations of azobenzene-containing low-molecular-weight compounds in pure materials and binary blends with polystyrene
-
This paper reports on the synthesis and the thermal and optical properties of photochromic low-molecular-weight compounds, especially with respect to the formation of holographic volume gratings in the pure materials and in binary blends with polystyrene. Its aim is to provide a basic understanding of the holographic response with regard to the molecular structure, and thus to show a way to obtain suitable rewritable materials with high sensitivity for holographic data storage. The photoactive low-molecular-weight compounds consist of a central core with three or four azobenzene-based arms attached through esterification. Four different cores were investigated that influence the glass transition temperature and the glass-forming properties. Additional structural variations were introduced by the polar terminal substituent at the azobenzene chromophore to fine-tune the optical properties and the holographic response. Films of the neat compounds were investigated in holographic experiments, especially with regard to the material sensitivity. In binary blends of the low-molecular-weight compounds with polystyrene, the influence of a polymer matrix on the behavior in holographic experiments was studied. The most promising material combination was also investigated at elevated temperatures, at which the holographic recording sensitivity is even higher. Fast holographic response: The formation of volume gratings in photochromic low-molecular-weight compounds is investigated. The compounds consist of a central core with azobenzene-based arms attached through esterification (see image). Films of the neat compounds and binary blends of the low-molecular-weight compounds with polystyrene are investigated in holographic experiments.
- Audorff, Hubert,Walker, Roland,Kador, Lothar,Schmidt, Hans-Werner
-
-
Read Online
- SOLVENT COMPOSITION FOR ELECTRONIC DEVICE PRODUCTION
-
The present invention provides a solvent composition for use in an ink for producing an electronic device using a printing method, the solvent composition being capable of improving the printing accuracy of the ink, being fired at low temperatures, and su
- -
-
Paragraph 0074-0077
(2021/04/23)
-
- Light-Responsive Arylazopyrazole Gelators: From Organic to Aqueous Media and from Supramolecular to Dynamic Covalent Chemistry
-
Versatile photoresponsive gels based on tripodal low molecular weight gelators (LMWGs) are reported. A cyclohexane-1,3,5-tricarboxamide (CTA) core provides face-to-face hydrogen bonding and a planar conformation, inducing the self-assembly of supramolecular polymers. The CTA core was substituted with three arylazopyrazole (AAP) arms. AAP is a molecular photoswitch that isomerizes reversibly under alternating UV and green light irradiation. The E isomer of AAP is planar, favoring the self-assembly, whereas the Z isomer has a twisted structure, leading to a disassembly of the supramolecular polymers. By using tailor-made molecular design of the tripodal gelator, light-responsive organogels and hydrogels were obtained. Additionally, in the case of the hydrogels, AAP was coupled to the core through hydrazones, so that the hydrogelator and, hence, the photoresponsive hydrogel could also be assembled and disassembled by using dynamic covalent chemistry.
- Chu, Chih-Wei,Stricker, Lucas,Kirse, Thomas M.,Hayduk, Matthias,Ravoo, Bart Jan
-
supporting information
p. 6131 - 6140
(2019/04/01)
-
- A multi-step continuous (1 α, 3 α, 5 α) - 1, 3, 5 - [...] preparation method
-
The present invention discloses a multi-step continuous (1 α, 3 α, 5 α) - 1, 3, 5 - [...] preparation method. The invention provides a multi-step continuous (1 α, 3 α, 5 α) - 1, 3, 5 - [...] preparation method, comprising the following steps: (1) in a solvent, in the presence of an organic base, the compound 2 with phenol to carry out the esterification reaction, to obtain compound 3 of the reaction solution can be; (2) the step (1) the obtained containing compound 3 of reaction liquid and ammonia gas to ammonolysis reaction, to obtain compound 4 can be. The method raw materials are cheap, simple and convenient operation, high yield, the product quality is good, few by-products at the same time, omit the after-processing, the generated three waste a significant reduction of the and the like, and is suitable for industrial production.
- -
-
Paragraph 0064; 0075
(2019/04/04)
-
- Novel trivalent C3-symmetrical phenylboronic acid pinacol esters and their biological evaluation
-
We report the preparation of newly designed trivalent C3-symmetrical cyclic phenylboronic acid derivatives constructed on a symmetrical benzene or a cyclohexane ring. The synthesis of these C3-symmetrical molecules 4 was accomplished
- Furutachi, Makoto,Fuchigami, Saho,Ako, Kenta,Goto, Saho,Gondo, Toshiaki,Takuse, Mai,Yoshida, Moeko,Yokomizo, Kazumi,Zhou, Jian-Rong,Matsunaga, Aya,Hiraga, Nozomi,Kashige, Nobuhiro,Miake, Fumio,Sumoto, Kunihiro
-
p. 144 - 151
(2018/01/26)
-
- Remarkable solvent isotope dependence on gelation strength in low molecular weight hydro-gelators
-
A delicate interplay of anisotropic hydrophobic/hydrophilic, π-π stacking, ionic and hydrogen bond interactions determine the strength of hydrogelators and are considered key factors in efforts to design potent small molecule hydrogelators. Here we show that solvent deuteration and electrolytic strength affect the strength of hydrogels formed from amino acid modified C3-symmetric cyclohexane trisamides profoundly. Gels formed by self-assembly through heating/cooling of solutions or by pH switching show up to a 30 °C increase in their melting temperatures in D2O compared to H2O. The unusually large solvent isotope effect on gel formation and thermal properties indicates that, in contrast to expectations, hydrogen bonding is not the primary determinant of gel strength but instead that hydrophobic interactions between the gelator molecules and the terminal carboxylic acid units are of greater importance. A conclusion that is supported by a similarly large effect of electrolytes on gel strength.
- Canrinus, Tjalling R.,Cerpentier, Florian J. R.,Feringa, Ben L.,Browne, Wesley R.
-
supporting information
p. 1719 - 1722
(2017/02/10)
-
- Novel ion-binding C3 symmetric tripodal triazoles: Synthesis and characterization
-
Novel C3 symmetric tripodal molecules were synthesized from cyclohexane 1,3,5-tricarboxylic acid. Utilizing click and Sonogashira reactions, ion-binding triazole and pyridazin-3(2H)-one units were incorporated to form polydentate ligands for ion complexation. The structures of the novel C 3 symmetric derivatives were extensively characterized by 1H, 13C and 2D NMR techniques along with HRMS and IR. The copper(I)-binding potentials of these ligands were investigated by using them as additives in model copper(I)-catalysed azide-alkyne cycloaddition (CuAAC) reactions. The copper(I) complexation ability of our compound was also proved by different spectroscopic methods, such as mass spectrometry, UV and NMR spectroscopy. Based on the mass spectrometric data all of the C3 symmetric ligands formed 1:1 complex with copper(I) ion. The specific role of C3 symmetric polydentate form in the complexation process was also discussed [Figure not available: see fulltext.]
- Neumajer, Gabor,Toth, Gergo,Beni, Szabolcs,Noszal, Bela
-
p. 115 - 125
(2014/01/06)
-
- A metal-organic framework gel with Cd2+ derived from only coordination bonds without intermolecular interactions and its catalytic ability
-
A cyclohexane-based ligand (1) as a triconnected linker forms a supramolecular gel in the presence of transition metal ions, particularly Cd2+ and Zn2+. 1 can also be gelated with cadmium counter ions such as NO3-/su
- Lee, Hyo Hee,Jung, Sung Ho,Park, Sunhong,Park, Ki-Min,Jung, Jong Hwa
-
p. 2330 - 2335
(2013/09/24)
-
- Phase behavior and mesophase structures of 1,3,5-benzene- and 1,3,5-cyclohexanetricarboxamides: Towards an understanding of the losing order at the transition into the isotropic phase
-
One of the simplest and most-versatile motifs in supramolecular chemistry is based on 1,3,5-benzenetricarboxamides. Variation of the core structure and subtle changes in the structures of the lateral substituents govern the self-assembly and determine the
- Timme, Andreas,Kress, Roman,Albuquerque, Rodrigo Q.,Schmidt, Hans-Werner
-
supporting information; experimental part
p. 8329 - 8339
(2012/08/07)
-
- Design, synthesis, and solution behaviour of small polyamines as switchable water additives
-
The practice of adding salt to water to induce salting out of contaminants or to break emulsions and suspensions is generally avoided industrially because of the expense of the necessary treatment of the salty water afterwards. However, the use of switchable water, an aqueous solvent with switchable ionic strength, allows for reversible generation and elimination of salts in aqueous solution, through the introduction and removal of CO2. In the effort to improve the efficiency of these switchable salts, a physical study modeling their reactivity and solution behaviour has been performed, resulting in a set of design principles for future switchable water additives. The resulting polyamines synthesized using this template show the highest efficiency recorded for a switchable water additive. The Royal Society of Chemistry 2012.
- Mercer, Sean M.,Robert, Tobias,Dixon, Daniel V.,Chen, Chien-Shun,Ghoshouni, Zahra,Harjani, Jitendra R.,Jahangiri, Soran,Peslherbe, Gilles H.,Jessop, Philip G.
-
supporting information; experimental part
p. 832 - 839
(2012/04/23)
-
- Synthesis of the identical linker mode twin-drug type C2-symmetrical molecules
-
In connection with our studies on antibacterial active compounds against gram-positive (Staphylococcus aureus) and gram-negative (Escherichia coli) strains, some molecular modifications were attempted. In this study, molecular transformations of aminoguan
- Fujisaki, Fumiko,Usami, Haruka,Nakashima, Saya,Iwashita, Shiomi,Kurose, Yurie,Kashige, Nobuhiro,Miake, Fumio,Sumoto, Kunihiro
-
body text
p. 1843 - 1851
(2011/09/21)
-
- A novel photo-responsive organogel based on azobenzene
-
A novel triarmed cis-1,3,5-cyclohexanetricarboxamides gelator, functionalized by three azobenzene moieties grafted with three long alkyl chains, was designed and synthesized. The gelator can gel most of the organic solvents in low concentration. The morph
- Zhou, Yifeng,Xu, Miao,Wu, Junchen,Yi, Tao,Han, Jiantao,Xiao, Shuzhang,Li, Fuyou,Huang, Chunhui
-
p. 338 - 343
(2008/09/20)
-
- TRIPODAL CYCLOHEXANE DERIVATIVES AND THEIR USE AS CARBOHYDRATE RECEPTORS
-
A tri-podal compound according to formula (I) wherein, each Z is the same and is a substituted or unsubstituted N-heteroaromatic single-, multiple-, or fused-ring; and each A is the same, and can represent a direct bond between the cyclohexane ring and Z,
- -
-
Page/Page column 19-20
(2008/12/05)
-
- A novel amidepyridinium-based tripodal fluorescent chemosensor for phosphate ion via binding-induced excimer formation
-
A new tripodal fluorescent chemosensor 1 having amidepyridinium moiety as the key binding site and anthracene moiety as the sensing subunit was synthesized. In competitive polar organic solvent, this chemosensor 1 displayed high selectivity toward H2
- Gong, Wei-tao,Hiratani, Kazuhisa
-
p. 5655 - 5657
(2008/12/22)
-
- Selective recognition of alkyl pyranosides in protic and aprotic solvents
-
The design and synthesis of receptors capable of selective, noncovalent recognition of carbohydrates continues to be a signature challenge in bioorganic chemistry. We report a new generation of tripodal receptors incorporating three pyridine (compound 2)
- Palde, Prakash B.,Gareiss, Peter C.,Miller, Benjamin L.
-
experimental part
p. 9566 - 9573
(2009/02/03)
-
- A branched, hydrogen-bonded heterodimer: a novel system for achieving high stability and specificity
-
Presented is a description of the design, synthesis, and characterization of a novel, branched, six hydrogen-bonded heterodimer termed 'trident'. Two branched oligoamide molecules, 1 and 2, with complementary hydrogen-bonding sequences 3(AD) and 3(DA), re
- Bialecki, Jason B.,Yuan, Li-Hua,Gong, Bing
-
p. 5460 - 5469
(2008/01/07)
-
- Composition comprising a cyclohexane-based compound, compound and use of said compound to structure a composition
-
Compositions, in particular cosmetic compositions, comprising a cyclohexane-based compound defined by formula (I): wherein: R, which may be identical or different, are each chosen from hydrogen atoms and linear and branched, saturated hydrocarbons compris
- -
-
Page/Page column 10
(2008/06/13)
-
- CONTRAST AGENTS
-
The present invention relates to iodine containing compounds containing a central optionally substituted cyclohexane central moiety allowing for the arrangement of three iodinated phenyl groups bound thereto. The invention also relates to the use of such diagnostic compositions as contrast agents in diagnostic imaging and in particular in X-ray imaging and to contrast media containing such compounds.
- -
-
Page/Page column 13-14
(2008/06/13)
-
- C3-Symmetric, amino acid based organogelators and thickeners: a systematic study of structure-property relations
-
A class of C3-symmetric amino acid based organogelators and thickeners featuring a rigid core have been developed. Structural variation yielded a number of compounds, the aggregation behaviour and resulting aggregates and gels of which were studied by FTIR spectroscopy, dropping ball measurements, differential scanning calorimetry and transmission electron microscopy. These studies showed that the nature of the core unit, the type of hydrogen-bonding units and the applied amino acids have a strong influence on the interactions, resulting in large differences in aggregation properties, thermal stability and morphology between the various compounds. The results provide a basis for a better understanding of the relation between aggregate/gel properties and molecular structure. The structural variation available for these compounds allows fine-tuning of the gelators with respect to aggregation behaviour and gel properties.
- de Loos, Maaike,van Esch, Jan H.,Kellogg, Richard M.,Feringa, Ben L.
-
p. 7285 - 7301
(2008/02/05)
-
- Gelling agents
-
The invention relates to a novel class of gelling agents, to a process of preparing said agents, to the use of said agents to prepare gels, and to the gels thus obtained. A gelling agent or thickener according to the invention comprises a rigid core which is functionalized with three amino acid ester or amide groups by means of an amide or urea linkage. It may be used to gelate or thicken numerous solvents.
- -
-
Page/Page column 8
(2008/06/13)
-
- A conformational study of cyclohexane-1,3,5-tricarbonitrile derivatives
-
Cyclohexane-1,3,5-tricarbonitrile reached equilibrium having 1,3-cis-1,5-cis and 1,3-cis-1,5-trans isomers in a ratio of 3:7. The cis,cis-isomer preferred the conformation with three equatorial cyano groups, whereas the cis,trans-isomer displayed two cyano groups on equatorial positions and another cyano group on axial position. Condensation of cis,cis-cyclohexane-1,3,5-tricarbonitrile with L-(S)-valinol by the catalysis of ZnCl2 in refluxing 1,2-dichlorobenzene afforded two isomeric cyclohexane-1,3,5-trioxazolines in favor of the 1,3-cis-1,5-trans isomer. Metalation of cis,cis-cyclohexane-1,3,5-tricarbonitrile, followed by alkylations with dimethyl sulfate, benzyl bromide or allyl bromide, gave the corresponding trialkylation products with predominance of 1,3-cis-1,5-trans isomers. The cis,trans-isomer showed two cyano groups on axial positions and another cyano group on equatorial position, whereas the cis,cis-isomer exhibited three axial cyano groups. Treatment of trimethyl cis,cis-cyclohexane-1,3,5-tricarboxylate with lithium diisopropylamide and dimethyl sulfate afforded mainly the trimethyl ester of Kemp's triacid, which showed three axial carboxylate groups. Two competitive factors, i.e. the steric effect of incoming electrophiles and the dipole-dipole interactions of the cyano or carboxylate groups, might interplay to give different stereoselectivities in these reaction systems.
- Chuang, Tsung-Hsun,Fang, Jim-Min
-
p. 193 - 200
(2007/10/03)
-
- Synthesis and Complexation Behavior of the Functionalized Tripodal Phosphane cis,cis-1,3,5-Tris(cyano)-1,3,5-tris(diphenylphosphanyl)cyclohexane (tdppcycn)
-
The synthesis of the novel potentially bistripodal ligand cis,cis-1,3,5-tris(cyano)-1,3,5-tris(diphenylphosphanyl)cyclohexane (tdppcycn) (6) is described.Starting from the tricarboxylic acid cis,cis-1,3,5-C6H9(COOH)3 (1), which is converted stepwise into triacid chloride cis,cis-1,3,5-C6H9(COCl)3 (2), the triphenyl ester cis,cis-1,3,5-C6H9(COOPh)3 (3), the tricarboxamide cis,cis-1,3,5-C6H9(CONH2)3 (4), and the tricarbonitrile cis,cis-1,3,5-C6H9(CN)3 (5), we obtained tdppcycn (6) by α-deprotonation of 5 followed by treatment with ClPPh2 in good yield.Treatment of 6 with Mo(CO)3(η6-C7H8) and Ir(PPh3)2(CO)Cl gave octahedral Mo(tdppcycn)(CO)3 (7) and pentacoordinate Ir(tdppcycn)(CO)Cl (8), respectively, with a facially P-coordinated tdppcycn ligand.The stereochemistry of compounds 2-8 was established by 1H-, 13C-, 31P-NMR, and IR spectroscopy.An X-ray crystal structure analysis of complex 8 confirms the trigonal-bipyramidal ground-state structure in the solid state. - Keywords: Phosphane ligands, tripodal; Molybdenum complexes; Iridium complexes
- Mayer, Hermann A.,Stoessel, Philipp,Fawzi, Riad,Steimann, Manfred
-
p. 719 - 724
(2007/10/03)
-