A5041230859- Crystallization and Solubility Studies
- X-ray Diffraction in Crystallography
- Catalytic Cross-Coupling Reactions
- Organoboron and organosilicon chemistry
- Supramolecular Chemistry and Complexes
- Luminescence and Fluorescent Materials
- Molecular spectroscopy and chirality
- Catalytic Alkyne Reactions
- Axial and Atropisomeric Chirality Synthesis
- Catalytic C–H Functionalization Methods
- Fluorine in Organic Chemistry
- Porphyrin and Phthalocyanine Chemistry
- Molecular Sensors and Ion Detection
- Organometallic Complex Synthesis and Catalysis
- Synthesis and Properties of Aromatic Compounds
- Cyclopropane Reaction Mechanisms
- Radical Photochemical Reactions
- Chemical synthesis and alkaloids
- CO2 Reduction Techniques and Catalysts
- Synthetic Organic Chemistry Methods
- Metal-Organic Frameworks: Synthesis and Applications
- Organic Light-Emitting Diodes Research
- Chemical Synthesis and Analysis
- Inorganic Fluorides and Related Compounds
- Asymmetric Hydrogenation and Catalysis
Tokyo University of Science
2021-2025
Kyushu University
2017-2021
Tokyo Institute of Technology
2013-2021
Fukuoka University
2019-2020
Weatherford College
2019
Japan Science and Technology Agency
2017
Tokyo Gakugei University
2013
We found that meta-selective C–H borylation of aromatic compounds was accelerated when using urea moiety-containing bipyridine-type ligands unlike in cases involving a ligand without the moiety. The acceleration due to recognition and capture substrates by moiety hydrogen bonding. further enhanced modifying electronic steric properties ligand. functional group substrate specificities were also observed ligands.
Treatment of 2-phenylpyridines (or their analogs) with a 9-bicycloboranonane dimer (9-BBN dimer) in the presence catalytic amount commercially available iron salt, FeBr3, gave ortho-borylated products moderate to excellent yields good functional group tolerance. The reaction proceeded yield, even gram-scale, and also occurred at C–H bond heteroaromatic compounds. cost borylation is dramatically lower than that previously reported similar palladium-catalyzed reaction. exhibit an...
The transmetalation of the digold(I) complex [Au2Cl2(dcpm)] (1) (dcpm = bis(dicyclohexylphosphino)methane) with oligophenylene diboronic acids gave triangular macrocyclic complexes [Au2(C6H4) x (dcpm)]3 (x 3, 4, 5) yields over 70%. On other hand, when [Au2Cl2(dppm)] (1') (dppm bis(diphenylphosphino)methane) was used, only a negligible amount obtained. control experiments revealed that dcpm ligand accelerated an intermolecular Au(I)-C σ-bond-exchange reaction and this high reversibility is...
Oligo(para-phenylene) (PPn) is a compound composed of directly connected 1,4-phenylene moieties. The synthesis PPn six or more phenylene moieties with no substituent at the internal moiety has been challenging because its low solubility. Herein we synthesized oligo(para-phenylene)[2]rotaxanes, including deca(para-phenylene)[2]rotaxane, defined number Biaryl coupling iodoarenes mediated by macrocyclic dibenzodihydrophenanthroline-Ni complex was utilized for first time to synthesize...
Abstract The synthesis of a new nanohoop containing stereogenic Tröger's base skeleton tethered to curved hexaparaphenylene ( [6]CPP ) is reported. TB[6]CPP possesses stable C 2 symmetrical structure, which promotes the allowed transition that gives rise pale blue emission with quantum yield ~0.69, surpassing value more [8]CPP. Moreover, shows chiroptical properties including circular dichroism and circularly polarized luminescence moderate dissymmetry factor (| g lum |) ~2.1×10 −3
Oligo(para-phenylene) (PPn) is a π-conjugated compound where phenylene units are directly connected at the 1,4-positions. Utilizing catalytic activity of macrocyclic dihydrodibenzophenanthroline-Ni complex, we succeeded in synthesis [3]- and [2]rotaxanes with PPn axles by biaryl coupling. The size macrocycle was critical to synthesize [3]rotaxanes, which consist two oligo(para-phenylene) axles, good yields. relationship between length structure on 1H NMR spectra rotaxanes studied....
Abstract Multicolor emissive materials consisting of a single luminophore, Lewis acid, and their complex were developed. The emission colors can be tuned by changing the concentration solution ratio mixed solvents. Various in solid state observed when complexes added to polymers different amounts. color change is due equilibrium disruption between thereof. White was appropriately controlling amount polymer.
This report describes a helicity-selective photoreaction of single-walled carbon nanotubes (SWNTs) with disulfide in the presence oxygen. The SWNTs were characterized using absorption, photoluminescence (PL), Raman, and X-ray photoelectron spectroscopy, scanning electron microscopy, current–voltage (I–V) measurements. Results showed remarkable (metallic SWNTs/semiconducting diameter) functionalization SWNTs. reaction rate decreases order metallic > semiconducting small-diameter...
We report a concise synthesis of 1,8-diaminonaphthalene-protected diboronic acid (B2(dan)2), which is promising borylating agent. B2(dan)2 bench-stable compound, and it could be utilized for Cu-catalyzed borylation styrene derivatives. The reaction proceeded in highly selective manner, the products were isolated up to 97% yields. Mechanistic studies revealed that borate species would key intermediate reaction.
A regioselective radical C–H trifluoromethylation of aromatic compounds was developed using cyclodextrins (CDs) as additives. The proceeded with high regioselectivity to afford the product in good yield, even on gram scale. In presence CDs, some substrates underwent a single selectively, whereas mixtures single- and double-trifluoromethylated products were formed absence CD. 1H NMR experiments indicated that controlled by inclusion substrate inside CD cavity.
The synthesis of silafluorene derivatives from aminobiphenyl compounds and dihydrosilanes via a double sila-Friedel-Crafts reaction using borane catalyst has been achieved. This method is applicable to the variety derivatives, such as multisubstituted silafluorenes, spirosilabifluorenes, silicon-bridged terphenyl compounds, which are not readily obtained conventional synthetic methods. In addition, we have demonstrated transformation amino groups in these into other substituents.
Abstract An equimolar mixture of diarylplatinum(II) complexes, [PtPh2(cod)] and [Pt(C6H4F)2(cod)] (cod: 1,5-cyclooctadiene), is turned into an unsymmetrical diaryl complex, [PtPh(C6H4F)(cod)], upon heating at 50 °C via intermolecular aryl ligand exchange. The reaction occurs reversibly to afford equilibrated the complexes.
Invited for the cover of this issue are Yusuke Yoshigoe, Hirotaka Shimada, and Shinichi Saito at Tokyo University Science, Takuya Takaki Yoshitane Imai Kindai University. The image depicts a witch with racemic pair our nanohoops, TB[6]CPPs, chanting words shown in font magical world. Read full text article 10.1002/chem.202304059.
The regioselectivity for the C–H functionalisation of polycyclic aromatic hydrocarbons is determined not by cleavage step but subsequent reductive elimination step.
Abstract The electrochemical CO 2 reduction reaction (CO RR) has been extensively studied because it can be leveraged to directly convert into valuable hydrocarbons. Among the various catalysts, copper nanoclusters (Cu NCs) exhibit high selectivity and efficiency for producing RR products owing their unique geometric/electronic structures. However, influence of protective ligands on performance Cu NCs remains unclear. In this study, is shown that different thiolate ligands, despite having...
Abstract Multicolor emissive materials consisting of a single luminophore, Lewis acid, and their complex were developed. The emission colors can be tuned by changing the concentration solution ratio mixed solvents. Various in solid state observed when complexes added to polymers different amounts. color change is due equilibrium disruption between thereof. White was appropriately controlling amount polymer.
A series of [2]rotaxanes with various functional groups in the axle component was synthesized by oxidative dimerization alkynes, which is mediated a macrocyclic phenanthroline–Cu complex. The rotaxanes were fully characterized spectroscopic methods, and structure rotaxane determined X-ray crystallographic analysis. interaction between ring studied detail to understand conformation rotaxanes. presence hydrogen bond phenanthroline moiety acidic proton influenced rotaxane.
We have synthesized chiral aza-boraspirobifluorenes and evaluated their structural photophysical properties. Enantiomers were separated by HPLC on a semi-preparative scale, the absolute stereochemistry was determined comparison of experimental circular dichroism (CD) spectra theoretical electronic CD (ECD) spectra. A kinetic analysis combined with calculations revealed that rate-determining step racemization involves cleavage B-N bond.
We synthesised novel hexacoordinated organosilicon compounds with two 2-(2-pyridyl)phenyl groups. Single-crystal X-ray structure analyses indicated that Lewis acid-base interactions exist between the silicon atom and nitrogen atoms of pyridine rings, have slightly distorted octahedral structures in solid state. The are stable air, water, heat, acids, bases. fluorescent quantum yield increased dramatically a significant red-shift maximum fluorescence wavelength was observed introduction amino...
A combination of simple π-conjugated molecules bearing a lone pair on heteroatom(s) and activators afforded new solid-state fluorescent materials. red-emitting material that exhibits aggregation-induced emission was also synthesized by the present method. The method applicable to synthesis emission.
The aza-Prins reaction of 6,7-dimethoxy-3-vinyl-1,2,3,4-tetrahydroquinoline (1) with 1,2-dicarbonyl compounds proceeded smoothly in the presence HCl, and corresponding tricyclic benzazocines were isolated yields 20–86%. a stereoselective manner, formation 2,4-trans isomer was observed. 1 an enantiopure ketoester gave benzazocine as mixture diastereomers. diastereomers easily separated converted to benzazocines. synthesis spirooxindole derivatives achieved by isatin derivatives.
Abstract Distannylated Tröger's base Me 3 Sn−C 6 H −C N 2 −SnMe (TB‐(SnMe ) reacted with PtCl (cod) (cod=1,5‐cyclooctadiene) to yield a mixture of macrocyclic diplatinum complex composed two ligands and Pt(cod) units ( 1 oligomers the −Pt(cod)‐ ). Heating toluene solution isolated excess PPh caused reductive elimination cyclic dimer base. The product is obtained in diastereoselective manner. NMR DFT studies suggested molecular structure having smaller arylene rings ϕ =65–66°) than that...
ABSTRACT Oligo‐ and poly(ferrocenylene alkylene)s, [Fe(C 5 H 5‐x )(C 5‐y )CHR] n ( x = y 1 or 2, 0; R alkyl, aryl), were synthesized by Lewis acid‐promoted addition‐condensation polymerization of ferrocene with aldehydes. The reaction alkyl aldehydes, such as ‐hept‐CHO, EtCHO BuCHO, yields a mixture the cyclic linear while aryl aldehyde, C 6 F CHO, CF 3 4 ‐4‐CHO MeC ‐4‐CHO, forms polymers exclusively. polymer has terminal Fe(C ) CH 2 Aryl groups, which are characterized high resolution...