A5091331635- Chemical Synthesis and Analysis
- Synthesis and Properties of Aromatic Compounds
- Luminescence and Fluorescent Materials
- Axial and Atropisomeric Chirality Synthesis
- Supramolecular Chemistry and Complexes
- Chemical Synthesis and Reactions
- Synthesis and Catalytic Reactions
- Porphyrin and Phthalocyanine Chemistry
- Molecular Sensors and Ion Detection
- Photochromic and Fluorescence Chemistry
- Fluorine in Organic Chemistry
- Asymmetric Hydrogenation and Catalysis
- Photoreceptor and optogenetics research
- Coordination Chemistry and Organometallics
- Carbohydrate Chemistry and Synthesis
- Analytical Chemistry and Chromatography
- Supramolecular Self-Assembly in Materials
- Molecular spectroscopy and chirality
- Chemical Reaction Mechanisms
- Surface Chemistry and Catalysis
- Marine Sponges and Natural Products
- Asymmetric Synthesis and Catalysis
- Advanced Synthetic Organic Chemistry
- Advanced biosensing and bioanalysis techniques
- Microbial Natural Products and Biosynthesis
Kyoto Prefectural University
2018-2024
Kyoto Bunkyo University
2016-2021
Kyoto University
2016-2021
Kyoto University Institute for Chemical Research
2016-2021
RIKEN Center for Emergent Matter Science
2017-2021
Asymmetric synthesis of mechanically planar chiral rotaxanes and topologically catenanes has been a long-standing challenge in organic synthesis. Recently, an excellent strategy was developed based on diastereomeric with mechanical chirality followed by removal the auxiliary. On other hand, its enantioselective approach quite limited. Here, we report preparation kinetic resolution racemates via remote asymmetric acylation hydroxy group axis component, which provides unreacted enantiomer up...
Acylpyridinium ions have been known as catalytically active species in acylation reactions catalyzed by 4-dimethylaminopyridine and its analogues. carboxylates were found to be 800–1300 times more reactive than the corresponding acylpyridinium chlorides. A catalytic cycle was developed, which generated situ counteranion exchange from catalyst loading low 0.01 mol % turnover number of up 6700 achieved for site-selective a carbohydrate.
Abstract Monoacylation of long‐chain linear diols often encounters difficulties associated with unavoidable overacylation affording the diacylate. However, several C 1 ‐ and 2 ‐symmetrical pyrrolidinopyridine (PPY) catalysts were found to effectively promote chemoselective monoacylation 1,5‐pentanediol. The effects catalyst structure on performance for investigated. amide carbonyl group(s) in pyrrolidine ring both was(were) suggested play key role selective monoacylation. On other hand,...
A two-step procedure was developed for the synthesis of 4-deoxy pyranosides from parent with four hydroxy groups via organocatalytic site-selective acylation and reductive deacyloxylation.
In this study, compounds with phenylethynyl (PE) groups introduced at all of the possible positions methylene-bridged structure 1,1ʹ-bi-2-naphthol backbone (3-PE to 8-PE) were synthesized. Compounds four or six (3,6-PE, 4,6-PE, 5,6-PE, 6,7-PE, and 3,4,6-PE) also The key reaction for synthesis these was Sonogashira using halogen scaffolds. new transformation methods include (1) selective bromination 5-position binaphthyl skeleton (2) 6-position then iodination 4-position, followed by iodine...
In this study, compounds with phenylethynyl (PE) groups introduced at all of the possible positions methylene-bridged structure 1,1'-bi-2-naphthol backbone (3-PE to 8-PE) were synthesized. Compounds four or six (3,6-PE, 4,6-PE, 5,6-PE, 6,7-PE, and 3,4,6-PE) also The key reaction for synthesis these was Sonogashira using halogen scaffolds. new transformation methods include (1) selective bromination 5-position binaphthyl skeleton (2) 6-position then iodination 4-position, followed by iodine...
V-shaped xanthene dyes capable of predicting absorption and emission wavelengths are described. These were synthesized by bridging a ring an aryl moiety fluorescein through ether covalent bonds. showed longer than those the parent fluorescein. Furthermore, substituents introduced on mainly affected lowest unoccupied molecular orbital energy level molecule. Therefore, Hammett substituent constants could be used to predict compound.
The application of 2-pyridone as a tautomeric catalyst for ester-amide exchange reactions was investigated. This compound found to be most effective at accelerating these when 4-nitrophenyl acetate used an acylating agent in toluene. Primary amines without branching the α-position were determined suitable substrates. Various derivatives having electron-donating group 5-position (including methoxy and pirrolidino groups) exhibited superior performance. Acylation mixtures primary secondary...
An inversion in the sign of circularly polarized luminescence (CPL) was achieved by strategically varying substitution positions phenylethynyl (PE) groups on binaphthyl backbone while maintaining consistent axial chirality. Theoretical investigations indicated that position PE significantly influence orientation transition dipole moments excited state, resulting CPL 7-PEn compared with other substrates.
Bridged indigos were synthesized by bridging the two nitrogen atoms in indigo structure with a carbon chain, and their properties carefully examined. These bridged have intrinsic planar chirality, enantiomers separated using chiral high-performance liquid chromatography. When subjected to thermo- photoisomerization, corresponding (Z)-indigo was not observed at all, racemization observed. This phenomenon is caused low activation energy of inversion due 1.5 bond order double skeleton large...
In our previous study, an unusual rearrangement reaction was discovered whereby dinaphthyl ketones with three hydroxy groups at restricted positions were transformed into a phenalenone ring and benzene ring. Using the as key reaction, first total syntheses of FR-901235 auxarthrones A–D from unstable triketone common intermediate are described. Furthermore, lamellicolic anhydride synthesized triketone. This conversion is part putative biosynthetic pathway achieved experimentally for time.
Abstract 8,8′-dimethyl-1,1′-bi-2-naphthol (7) was synthesized by oxidative dimerization of 8-methyl-2-naphthol (6). Camphorsulfonyl chloride used as a chiral-resolving agent, followed the synthesis chiral dimethyl dinaphthofuran 3 dehydration reaction between two hydroxy groups without loss optical purity. The racemization barrier and properties compound were scrutinized.
Cell-penetrating peptides, such as arginine-rich encapsulate nucleic acid drugs and deliver them to intracellular compartments. Comprehensive tracking of drug delivery systems (DDSs) provides information about the behavior well fate carrier after release, which is crucial for minimizing side effects. In this study, we labeled peptides designed carry plasmid DNA with two types dyes, traditional dye fluorescein aggregation-induced emission (AIE) tetraphenylethylene, subsequently tracked DDS...
The substitution position on ( S )-binaphthol derivatives reverses the current-flow rotation during transitions, altering orientation of magnetic dipole moment m ) and reversing sign circularly polarized luminescence (CPL).
Nitrile oxides are typically prepared in situ from nitroalkanes and converted to 2-isoxazoline heterocycles upon [2 + 3] cycloaddition with alkenes, providing synthetically useful intermediates such as β-hydroxy ketones γ-amino alcohols. Herein, we oxime-substituted nitrile bound allylic-alcohol derivatives through a silicon atom demonstrated their intramolecular reactions. The desired cycloadducts were obtained single regioisomers good yields. Furthermore, face-selective reactions achieved...