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Chinmoy Mukherjee 《Tetrahedron letters》2006,47(4):441-445
A convenient odorless methodology has been devised for the preparation of 1,2-trans-thio- and selenoglycosides through zinc-mediated cleavage of disulfides and diselenides and reaction of the thiolate and selenides formed in situ with glycosyl bromides. The yields were excellent in all cases. 相似文献
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Summary The displacement of chloride ligands from -cis-chloro-aquoethylenediamine-N,N-diacetatocobalt(III) in nonacidic aqueous solutions was followed conductimetrically at 30–45° and the products of aquation were characterised by conductance, spectral and ion-exchange techniques. The rate constants for aquation in aqueous media and in 1 : 4 v : v mixed solvents at 25° are: 4.0 × 10–5 s–1 in H2O, 2.71 × 10–5 s–1 in MeOH : H2O, 2.74 × 10–5 s–1 in EtOH: H2,O and 2.58 × 10–5 s–1 n in Me2CO : H2O. The corresponding H* and S* values have also been evaluated. Solvent polarity has a marked influence on the rate of chloride ion release. The aquation rate constants and the activation parameters have been correlated with solvent parameters,e.g. D, Y-values, Dimroth's ET and Kosower's Z-values and, based on these correlations, a dissociative interchange (Id) mechanism is proposed rather than dissociative as observed for some other cobalt(III) complexes.Senior author. 相似文献
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Chinmoy Biswas Prof. Venugopal Rao Soma Dr. Prabhakar Chetti Dr. Sai Santosh Kumar Raavi 《Chemphyschem》2021,22(24):2562-2572
An all-inclusive investigation of the ultrafast excited state relaxation dynamics of a triphenylmethane derivative molecule, New Fuchsine (NF), using a combined approach of density functional theory (DFT), femtosecond transient absorption spectroscopy (fs-TAS), and photoluminescence spectroscopy is presented in this work. The DFT calculations confirmed the formation of twisted molecular structure in the excited state of NF in ethanol solution with bond rotation of ≈86°. TAS measurements of NF solution exhibited ultrafast ground state-recovery pathway via a conical intersection confirming an ultrafast structural reorientation. On the contrary, TAS measurements of NF thin-film exhibited a longer excited-state lifetime suggesting a hindered molecular twisted state formed as an intermediate step. Photophysical kinetic models are proposed to globally fit the fs-TAS data establishing the twisted intramolecular charge transfer (TICT) state mediated ground state recovery for NF in solution and thin film, respectively. Temperature-dependent photoluminescence study of NF film provided a clear insight into the effect of rotational motion of phenyl rings in NF molecules over the TICT mediated emission. 相似文献
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Chinmoy Mukherjee 《Journal of carbohydrate chemistry》2013,32(4):213-221
A general, odorless, one‐pot methodology has been developed for the preparation of 1,2‐trans‐thioglycosides and thio‐Michael addition products of carbohydrate derivatives through triphenyl phosphine‐mediated cleavage of disulfides and reaction of the thiolate formed in situ with glycosyl bromides and glycosyl conjugated alkenes. 相似文献
6.
Dr. Chinmoy Mukherjee Kaarina Mäkinen Prof. Dr. Johannes Savolainen Prof. Dr. Reko Leino 《Chemistry (Weinheim an der Bergstrasse, Germany)》2013,19(24):7961-7974
A series of oligovalent carbohydrate assemblies (ranging from mono‐ to pentavalent), derived from three structurally different β‐linked or β‐(1→2)‐linked mannosides, has been chemically synthesized, and the respective compounds have been biologically evaluated in order to investigate their immunostimulatory properties. The Crich methodology for β‐mannosylation was successfully utilized to introduce the β‐linkages, and a click chemistry protocol was utilized to generate the oligovalent derivatives. A convenient protecting group strategy involving the simultaneous use of both p‐methoxybenzyl and benzylidene groups was employed, which allowed a simple and cost‐effective global deprotection step. The immunomodulatory properties of the synthesized multivalent mannosides were evaluated by assessing cytokine production in human white blood cell cultures. The Th2‐type cytokines interleukin‐4 and interleukin‐5 (IL‐4 and IL‐5), the Th1 cytokine interferon‐γ (IFN‐γ), the Treg cytokine IL‐10, and the pro‐inflammatory cytokine tumor necrosis factor (TNF) were included in the screening. A single trivalent acetylated mannobiose derivative was identified as a potent inducer of Treg and Th1 immune response, resulting in strong IL‐10 and moderate IFN‐γ productions dose‐dependently, while inducing no Th2 cytokine response. The immunomodulatory properties of this trivalent mannoside were further studied in vitro in allergen (Bet v)‐stimulated human peripheral blood mononuclear cell cultures of birch pollen allergic subjects. Stimulation with birch pollen induced strong IL‐4 and IL‐5 responses, which could be suppressed by the trivalent acetylated mannobiose derivative. The IL‐10 response was also suppressed, whereas the production of IFN‐γ was strongly enhanced. The results suggest that the identified lead compound has suppressive effects on the Th2‐type allergic inflammatory response and shows potential as a possible lead adjuvant for the specific immunotherapy of allergies. 相似文献
7.
Copper(I)‐Catalyzed Regioselective Addition of Nucleophilic Silicon Across Terminal and Internal Carbon–Carbon Triple Bonds
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The copper(I) alkoxide‐catalyzed release of a silicon‐based cuprate reagent from a silicon–boron pronucleophile is applied to the addition across carbon–carbon triple bonds. Commercially available CuBr?Me2S was found to be a general precatalyst that secures high regiocontrol for both aryl‐ and alkyl‐substituted terminal as well as internal alkynes. The solvent greatly influences the regioisomeric ratio, favoring the linear regioisomer with terminal acceptors. This facile protocol even allows for the transformation of internal acceptors with remarkable levels of regio‐ and diastereocontrol. 相似文献
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Perini Nickson Delmonde Marcelo V. F. Ranjan Chinmoy Varela Hamilton 《Journal of Solid State Electrochemistry》2020,24(8):1811-1818
Journal of Solid State Electrochemistry - The characteristics of the electrochemical oscillations that emerge along the catalytic oxidation of small organic molecules critically depend on the... 相似文献
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The synthesis of a unique tetrasaccharide linked to the serine 61 of human clotting factor IX through an α-l-fucose residue has been achieved for the first time in excellent yield. All glycosylation and protecting group manipulation steps are high yielding and reproducible for a scale-up preparation. A sequential glycosylation strategy has been used to assemble suitably protected monosaccharide synthons for the preparation of the target tetrasaccharide. 相似文献
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Copper(I)-catalyzed propargylic substitution of linear precursors with (Me(2)PhSi)(2)Zn predominantly yields the γ isomer independent of the propargylic leaving group. The thus formed allenylic silane reacts regioselectively with another equivalent of (Me(2)PhSi)(2)Zn, yielding a bifunctional building block with allylic and vinylic silicon groups. The reaction rates of both steps are well-balanced for chloride (γ:α ≥ 99:1) where the propargylic displacement occurs quantitatively prior to the addition step. Substitutions of α-branched propargylic phosphates are also reported. 相似文献