21988-87-4Relevant articles and documents
Convenient one-step syntheses of homochiral C3-symmetric tris-ethers and tris-amides
Armstrong, Susan K.,Clunas, Scott,Muir, Kenneth W.
, p. 993 - 998 (1999)
A series of homochiral C3-symmetric triethers has been made in a one- step procedure from the corresponding homochiral alcohols. The range of present and potential structural variety is assessed, as is the triethers' potential use as ligands in organometallic complexes The synthesis of homochiral C3-symmetric triamides from amines and from aminols is also reported, with their potential metal binding characteristics.
New star-shaped trinuclear Ru(ii) polypyridine complexes of imidazo[4,5-f][1,10]phenanthroline derivatives: Syntheses, characterization, photophysical and electrochemical properties
Samy, N. Arockia,Alexander
, p. 8630 - 8642 (2011)
A series of new star-shaped trinuclear Ru(ii) complexes of imidazo[4,5-f][1,10]phenanthroline derivatives, [{Ru(bpy)2} 3{μ-mes(1,4-phO-Izphen)3}](ClO4) 6·4H2O (6), [{Ru(phen)2} 3{μ-mes(1,4-phO-Izphen)3}](ClO4) 6·3H2O (7), [{Ru(bpy)2} 3{μ-mes(1,2-phO-Izphen)3}](ClO4) 6·4H2O (8), and [{Ru(phen)2} 3{μ-mes(1,2-phO-Izphen)3}](ClO4) 6·3H2O (9) [mes(1,4-phO-Izphen)3 (4) = 2,4,6-tri methyl-1,3,5-tris(4-oxymethyl-1-yl(1H-imidazo-2-yl-[4,5-f][1,10] phenanthroline)phenyl)benzene and (mes(1,2-phO-Izphen)3 (5) = 2,4,6-trimethyl-1,3,5-tris(2-oxymethyl-1-yl(1H-imidazo-2-yl[4,5-f][1,10] phenanthroline)phenyl)benzene] have been synthesized and characterized. Their photophysical and electrochemical properties have also been studied. The core molecule, 1,3,5-tris(bromomethyl)-2,4,6-trimethylbenzene (1) and the trialdehyde intermediate, 2,4,6-trimethyl-1,3,5-tris(4-oxymethyl-1-formylphenyl)benzene (2) are characterized by single crystal X-ray diffraction: triclinic, P1. The complexes 6-9 exhibit Ru(ii) metal centered emission at 618, 601, 615, and 605 nm, respectively, in fluid solution at room temperature. The emission profile and emission maxima are similar and independent of the excitation wavelength for each complex. The complexes 6-9 undergo metal centered oxidation and the E 1/2 values for the Ru(ii)/Ru(iii) redox couples are 1.33, 1.34, 1.35, and 1.35 V versus Ag/Ag+, respectively, which are cathodically shifted with respect to that of the mononuclear complex [Ru(bpy) 2(PIP)]2+ (PIP = 2-phenylimidazo[4,5-f][1,10] phenanthroline). The study demonstrates the versatility of the highly symmetric trinucleating imidazo[4,5-f][1,10]phenanthroline-based core ligands 4 and 5 in forming trinuclear Ru(ii) complexes. The Royal Society of Chemistry 2011.
Crystal structures of 1,3,5-Tris(bromomethyl)-2,4,6-trimethylbenzene and 2,4,6-trimethyl-1,3,5-tris(4-oxymethyl-1-formylphenyl)benzene
Arockia Samy,Alexander
, p. 165 - 172 (2012)
The synthesis and X-ray crystal structure of 2,4,6-trimethyl-1,3,5-tris(4- oxymethyl-1-formylphenyl)benzene (2) and the crystal structure of its core molecule, 1,3,5-tris(bromomethyl)-2,4,6-trimethylbenzene (1) are reported. The compounds 1 and 2 crystallize in the triclinic system with space group P i. The lattice parameters of 1 and 2 are a = 9.454(2) A, b = 9.478(4) A, c = 9.573(2) A, α = 116.53(2)°, β = 109.705(14)°, γ = 101.293(18)°, V = 658.5(4) and a = 15.7707(6) A, b = 16.3646(5) A, c = 18.2805(6) A, α = 83.202(2)°, β = 66.0120(10)°, γ = 73.704(2)°, V = 4137.2(2), respectively. In the crystals of 1 and 2, there are one and three molecules in the asymmetric unit, respectively. The packing of the molecules in the solid is stabilized through van der Waals interactions in 1 and weak C-H???O and C-H???π interactions in 2.
A facile synthesis of hexakis(bromomethyl)benzene from mesitylene
Zavada,Pankova,Holy,Tichy
, p. 1132 - 1132 (1994)
Exhaustive bromomethylation of 1,3,5-trimethylbenzene (mesitylene) followed by bromination affords the title compound in high purity and excellent yields.
Experimental and theoretical studies of 1,3,5-tris (bromomethyl)-2,4,6-trimethylbenzene with 2-pyridone
Asha, R. Nandini,Rahini, M. Usha,Daisy, Caroline,Nayagam, B. Ravindran Durai,Bhuvanesh
, (2021)
In this present work, a new compound 1-({2,4,6-trimethyl-3,5-bis[(2-oxo-2H-pyridin-1-yl)methyl]phenyl}methyl)-2H-pyridin-2-one hydrate (M3P) has been synthesized and characterized by IR, 1H, and 13C NMR and single-crystal X-ray diffraction analysis. The molecular geometry, frontier molecular orbital energies, and thermodynamic properties of the title molecule were explored using density functional theory (DFT) calculation via B3LYP method with 631++G (d,p) basis set. The compound (M3P) crystallizes in the space group of P-1 with unit cell parameter a = 9.8224(12) ?, b = 11.6383(14) ?, c = 11.8865(14) ?, α = 64.6410(10)°, β = 81.156(2)°, γ = 69.5910(10)°, V = 1150.8(2) ?3, and Z = 2. Furthermore, Hirshfeld surface analysis was performed to observe better intermolecular interactions in the crystal packing. The nature of the interaction of M3P with DNA and BSA protein was studied using molecular docking analysis. DNA binding studies were also done using UV spectrophotometric method. The compound moderately binds with CT-DNA which is comparable with the docking results. in vitro anti-microbial activities against some bacterial and fungal strains were investigated. M3P shows good response against bacteria Pseudomonas aeruginosa and Klebsiella pneumonia and fungi Candida albicans and Aspergillus niger.
Synthesis and characterization of luminescent tricationic salts of mesitylene and stilbazolium moieties
Jo, Tae Soo,McCurdy, William L.,Tanthmanatham, Ontida,Kim, Tae K.,Han, Haesook,Bhowmik, Pradip K.,Heinrich, Beno?t,Donnio, Bertrand
, p. 174 - 182 (2012)
A series of luminescent tricationic salts having mesitylene and stilbazolium moieties with various organic counterions were synthesized by using quaternization and metathesis reactions. Their chemical structures were characterized by 1H, 19F and 13C NMR spectroscopy, and elemental analysis. Their crystalline and amorphous properties were examined by differential scanning calorimetry, polarized optical microscopy, and variable-temperature X-ray diffraction studies. Their thermal stabilities were determined by thermogravimetric analyses, which were in the broad temperature ranges of 239-317°C in nitrogen. Their optical properties were studied by UV-Vis and photoluminescent spectroscopy. The light-emission properties were dependent on the polarity of organic solvents (positive solvatochromism) but independent on the chemical structures of organic counterions. They emitted blue light in various organic solvents in a broad range of wavelengths of 470-497 nm, but emitted green light in a narrow range of wavelengths of 506-515 nm in their solid states.
Facile preparation of extra-large pore zeolite ITQ-37 based on supramolecular assemblies as structure-directing agents
Chen, Fei-Jian,Gao, Zi-Hao,Liang, Li-Li,Zhang, Jun,Du, Hong-Bin
, p. 2735 - 2741 (2016)
The chiral germanosilicate zeolite ITQ-37 was prepared using a readily-obtained, semi-rigid achiral organic structure-directing agent (SDA) 1,1′,1′′-(2,4,6-trimethylbenzene-1,3,5-triyl)tris(methylene)tris-(3-methyl-1H-imidazol-3-ium) (denoted tmbi). The synthetic factors, including crystallization temperature, water content, germanium and tmbi concentrations for the crystallization of ITQ-37, were studied by means of single crystal X-ray diffraction, powder X-ray diffraction, thermogravimetric analysis, liquid and 13C/19F/29Si solid NMR and photoluminescence spectroscopy. The results showed that high Ge content, high tmbi concentration and low temperature (150 °C) conditions favor the formation of extra-large pore ITQ-37 when supramolecular interactions between tmbi molecules occur. On the other hand, a much diluted tmbi solution and a higher reaction temperature favor the crystallization of an unknown lamellar phase, wherein tmbi is present as monomers. These studies revealed that supramolecular assemblies of tmbi were formed during the zeolite synthesis and acted as SDAs for crystallization of ITQ-37, providing a general and applicable strategy for synthesizing large and extra-large pore zeolites. The Royal Society of Chemistry.
A water-soluble 1,8-naphthyridine-based imidazolium molecular gripper for fluorescence sensing and discriminating of GMP
Zhang, Yuan,Sun, Ran,Kang, Xiaoxue,Wang, De-Hui,Chen, Yong
, (2020)
A selective receptor for sensing and discriminating of GMP is useful not only in the energy metabolism but also in the processes of DNA replication and transcription-related to GMP; such a receptor is presently rare especially in a pure water environment. Herein, a novel 1,8-naphthyridine-based tripodal imidazolium gripper-like molecular served as a “turn-on” fluorescent receptor (TINP) was designed and synthesized for selective sensing and discriminating GMP from structurally similar GNPs (N = D and T) and XMPs (X = U, T, A, and C) in 100% aqueous solution. TINP consists of 1,8-naphthyridines and imidazolium cations. 2-acetylamino-1,8-naphthyridine was chosen as fluorophore and tri-hydrogen bonds interactions sites for the nucleobase guanine. Imidazolium cations were identified as the phosphate part receiving moieties and communicators, while the three imidazolium cations also served as indispensable water-soluble parts. GMP caused a remarkable fluorescence enhancement (ca. 6.5-fold) with a quantum yield (Φf) of 0.26 at 399 nm, displaying an efficient “turn on” behavior. The sensing mechanisms and fluorescence response were explained by Job's plot, NMR spectroscopic analysis, and theoretical calculations. The “turn-on” fluorescent property for GMP can be attributed to photoinduced electron transfer (PeT) transitions with some mixed intraligand charge-transfer (ILCT) transitions. Finally, the preliminary results of cell experiments show that the receptor can be applied for the imaging of GMP in living mammalian cells.
Molecular design using electrostatic interactions. Part 1. Synthesis and properties of flexible tripodand tri- and hexa-cations with restricted conformations. Molecular selection of ferricyanide from ferrocyanide
Garratt, Peter J.,Ibbett, Ashley J.,Ladbury, John E.,O'Brien, Ronan,Hursthouse, Michael B.,Malik, K.M. Abdul
, p. 949 - 968 (1998)
1,3,5-Tri- and hexa-cations derived from 1,3,5-tris(bromomethyl)-2,4,6- trimethylbenzene and DABCO or quinuclidine have been prepared and their interaction with polyanions in aqueous solution investigated by 1H NMR titration and by isothermal titration calorimetry. The results from the two techniques are compared and the behaviour of these comparatively simple systems in water is shown to be complex. The trication 3b forms a crystalline precipitate with ferricyanide but not with ferrocyanide and can select for the one anion in the presence of the other. The structure of the ferricyanide salt 3e has been determined by X-ray crystallography.
A multifunctional tripodal fluorescent probe: "off-on" detection of sodium as well as two-input and molecular logic behavior
Kaur, Navneet,Singh, Narinder,Cairns, Donald,Callan, John F.
, p. 2229 - 2232 (2009)
A simple tripodal sensor (3) with multifunctional capability has been synthesized in three steps. The sensor, a naphthalene-functionalized Schiff base, displays selectivity for sodium over other important physiological and environmentally important cations through changes in the emission spectra at λmax 355 nm when excited at 270 nm. Interestingly, the combined addition of both sodium and potassium produced a new band at λmax 445 nm, while the addition of sodium or potassium alone produced negligible changes at this wavelength. Therefore, the conditions of a two-input AND logic operator were also satisfied.
