9 article(s) from Shibata, Norio
Graphical Abstract
Scheme 1: Chemistry of the CF3 anion generated from HCF3. a) Decomposition of the trifluoromethyl anion to di...
Figure 1: Trifluoromethyl ketones. a) Hydrolysis of trifluoromethyl ketones. b) Selected examples of biologic...
Scheme 2: Trifluoromethylation of esters by HCF3 by a) Russell and Roques (1998), b) Prakash and co-workers (...
Scheme 3: Substrate scope of esters 1 for trifluoromethylation by HCF3 under the optimized conditions. aDeter...
Graphical Abstract
Figure 1: Ratios of CF3-containing drugs in marketed fluoro-pharmaceuticals and registered fluoro-agrochemica...
Figure 2: Selected examples of CF3-containing biologically active molecules.
Scheme 1: Transformation of acyl fluorides to trifluoromethyl compounds. a) Deoxyfluorination of acyl fluorid...
Scheme 2: The substrate scope of acyl fluorides. Reaction conditions: 1 (0.3 mmol), FLUOLEAD® (0.9 mmol, 3.0 ...
Scheme 3: Mechanism of deoxyfluorination of acyl fluorides 1 with FLUOLEAD®/Olah’s reagent to trifluoromethyl...
Graphical Abstract
Figure 1: Compounds used for the biological study.
Figure 2: Compounds 1–4 induced cell death in U937 cells. Briefly, U937 cells (1 × 104 cells/mL) were incubat...
Scheme 1: Synthesis of pentafluoro-(2-iodophenyl)-λ6-sulfane (7).
Scheme 2: Synthesis of unsymmetrical ortho-SF5 diaryliodonium salts 3p, 4b, 5a and 6a.
Figure 3: X-ray crystallographic structure of 3p drawn at 50% probability (CCDC 1573953).
Figure 4: Ortho-SF5 phenyl iodonium salts 3p and 5a and their structural components 7 and 9 induced cell deat...
Figure 5: 3k, 3m and 3p induced cell death in AGLCL, a human normal B cell line. Briefly, AGLCL cells (1 × 104...
Graphical Abstract
Scheme 1: Phthalide and fluorinated phthalides (1).
Scheme 2: Plausible reaction mechanism for the formation of phthalide 1a.
Scheme 3: Synthesis of fluorinated phthalides 1.
Scheme 4: Asymmetric synthesis of 1a using a chiral auxiliary.
Scheme 5: Catalytic asymmetric synthesis of 1a.
Graphical Abstract
Scheme 1: Synthesis of trifluoroethoxy-substituted phthalocyanine.
Scheme 2: Synthesis of trifluoroethoxy-substituted binuclear phthalocyanine 5 in Solkane® 365 mfc.
Scheme 3: Synthesis of trifluoroethoxy-substituted unsymmetrical phthalocyanines.
Scheme 4: Synthesis of trifluoroethoxy-substituted phthalocyanine dimers linked at the β-position.
Figure 1: Structure of trifluoroethoxy-substituted phthalocyanine dimers linked at the α-position.
Figure 2: Structure of trifluoroethoxy-substituted dimer via a diacetylene linker.
Figure 3: UV–vis spectra of 9 (A) and 5 (B).
Figure 4: Structure of binuclear phthalocyanines linked by a triazole linker.
Figure 5: Structure of trinuclear phthalocyanines linked by a triazole linker, and windmill-like molecular st...
Scheme 5: Synthesis of trifluoroethoxy-substituted phthalocyanines conjugated with peptides.
Scheme 6: Synthesis of trifluoroethoxy-substituted phthalocyanines conjugated with deoxyribonucleosides.
Scheme 7: Synthesis of trifluoroethoxy-substituted phthalocyanines conjugated with cyclodextrin.
Figure 6: Direction of energy transfer of phthalocyanine–fullerene conjugates.
Scheme 8: Synthesis of fluoropolymer-bearing phthalocyanine side groups.
Scheme 9: Synthesis of trifluoroethoxy-substituted double-decker type phthalocyanines.
Scheme 10: Synthesis of trifluoroethoxy-substituted subphthalocyanine.
Figure 7: Structure of axial ligand substituted subphthalocyanine hybrid dyes.
Scheme 11: Synthesis of subphthalocyanine homodimers.
Scheme 12: Synthesis of subphthalocyanine heterodimers.
Figure 8: Energy transfer between subphthalocyanine units.
Figure 9: Structure of phthalocyanine and subphthalocyanine benzene-fused homodimers.
Scheme 13: Synthesis of a phthalocyanine and subphthalocyanine benzene-fused heterodimer.
Figure 10: X-ray crystallography of Pc-subPc (left) and UV–vis spectra of benzene-fused dimers.
Graphical Abstract
Scheme 1: Trifluoromethylation of α,β-unsaturated ketones.
Scheme 2: Proposed mechanism for the conjugate trifluoromethylation of α,β-unsaturated ketones by S-(trifluor...
Graphical Abstract
Scheme 1: Preparation of the first electrophilic trifluoromethylating reagent and its reaction with a thiophe...
Scheme 2: Synthetic routes to S-CF3 and Se-CF3 dibenzochalcogenium salts.
Scheme 3: Synthesis of (trifluoromethyl)dibenzotellurophenium salts.
Scheme 4: Nitration of (trifluoromethyl)dibenzochalcogenium salts.
Scheme 5: Synthesis of a sulphonium salt with a bridged oxygen.
Scheme 6: Reactivity of (trifluoromethyl)dibenzochalcogenium salts.
Scheme 7: Pd(II)-Catalyzed ortho-trifluoromethylation of heterocycle-substituted arenes by Umemoto’s reagents....
Scheme 8: Mild electrophilic trifluoromethylation of β-ketoesters and silyl enol ethers.
Scheme 9: Enantioselective electrophilic trifluoromethylation of β-ketoesters.
Scheme 10: Preparation of water-soluble S-(trifluoromethyl)dibenzothiophenium salts.
Scheme 11: Method for large-scale preparation of S-(trifluoromethyl)dibenzothiophenium salts.
Scheme 12: Triflic acid catalyzed synthesis of 5-(trifluoromethyl)thiophenium salts.
Scheme 13: Trifluoromethylation of β-ketoesters and dicyanoalkylidenes by S-(trifluoromethyl)benzothiophenium ...
Scheme 14: Synthesis of chiral S-(trifluoromethyl)benzothiophenium salt 18 and attempt of enantioselective tri...
Scheme 15: Synthesis of O-(trifluoromethyl)dibenzofuranium salts.
Scheme 16: Photochemical O- and N-trifluoromethylation by 20b.
Scheme 17: Thermal O-trifluoromethylation of phenol by diazonium salt 19a. Effect of the counteranion.
Scheme 18: Thermal O- and N-trifluoromethylations.
Scheme 19: Method of preparation of S-(trifluoromethyl)diphenylsulfonium triflates.
Scheme 20: Reactivity of some S-(trifluoromethyl)diarylsulfonium triflates.
Scheme 21: One-pot synthesis of S-(trifluoromethyl)diarylsulfonium triflates.
Scheme 22: One-pot synthesis of Umemoto’s type reagents.
Scheme 23: Preparation of sulfonium salts by transformation of CF3− into CF3+.
Scheme 24: Selected reactions with the new Yagupolskii reagents.
Scheme 25: Synthesis of heteroaryl-substituted sulfonium salts.
Scheme 26: First neutral S-CF3 reagents.
Scheme 27: Synthesis of Togni reagents. aYield for the two-step procedure.
Scheme 28: Trifluoromethylation of C-nucleophiles with 37.
Scheme 29: Selected examples of trifluoromethylation of S-nucleophiles with 37.
Scheme 30: Selected examples of trifluoromethylation of P-nucleophiles with 35 and 37.
Scheme 31: Trifluoromethylation of 2,4,6-trimethylphenol with 35.
Scheme 32: Examples of O-trifluoromethylation of alcohols with 35 in the presence of 1 equiv of Zn(NTf2)2.
Scheme 33: Formation of trifluoromethyl sulfonates from sulfonic acids and 35.
Scheme 34: Organocatalytic α-trifluoromethylation of aldehydes with 37.
Scheme 35: Synthesis of reagent 42 and mechanism of trifluoromethylation.
Scheme 36: Trifluoromethylation of β-ketoesters and dicyanoalkylidenes with 42.
Graphical Abstract
Figure 1: Diarylmethanofullerene derivatives.
Scheme 1: Synthesis of diarylmethanofullerene derivatives.
Figure 2: Device layout of the solar cell.
Figure 3: (A) J–V characteristics of the P3HT:1a-blended device annealed at 100–140 °C (black: 100 °C, red: 1...
Figure 4: (A) Spectral responsivity of the P3HT:1a-blended film on the ITO glass annealed at 100–140 °C (100 ...
Figure 5: The AFM images of the P3HT:1a- and P3HT:PCBM-blended films annealed at different temperatures. (A) ...
Graphical Abstract
Figure 1: Structures of DBFOX-Ph, Box-Ph and NFSI.
Scheme 1: Transition-State Structure for the DBFOX-Ph/Ni(II) Catalyzed Enantioselective Fluorination of 1 to 2...