Shinji Toyota
Tokyo Institute of Technology
Proton NMRComputational chemistryMedicinal chemistryOrganic chemistryChemistryConformational isomerismPolymer chemistrySteric effectsAcetyleneSubstituentAnthraceneAlkylMoleculeCoupling reactionEnantiomerSonogashira couplingStereochemistryIntramolecular forcePhotochemistryCrystallography
245Publications
23H-index
2,251Citations
Publications 228
Newest
#1Tetsuo Iwanaga (Okayama University of Science)H-Index: 15
#2Takashi Komori (Okayama University of Science)H-Index: 3
Last. Shinji Toyota (TITech: Tokyo Institute of Technology)H-Index: 23
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A series of novel azacyclophanes consisting of 2,7-anthrylene and phenylene units were designed and synthesized by the Buchwald-Hartwig coupling reaction to investigate their unique electronic properties in multiple oxidized states. Cyclic voltammetry showed that the p-phenylene derivative exhibited three reversible oxidation waves, whereas the o- and m-phenylene derivatives showed two quasi-reversible oxidation waves due to the complicated intramolecular interaction between the oxidized units a...
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#1Ryuki Sumida (TITech: Tokyo Institute of Technology)H-Index: 1
#2Yuya Tanaka (TITech: Tokyo Institute of Technology)H-Index: 19
Last. Michito Yoshizawa (TITech: Tokyo Institute of Technology)H-Index: 56
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Cyclic monoterpenes (CMTs) are intractable natural products with high volatility and strong odors so that there has been no molecular receptor capable of selectively and tightly trapping CMTs in both solution and the solid state. We herein report that a polyaromatic capsule acts as a functional nanoflask for CMTs with the following five features: (i) the capsule can selectively bind menthone from mixtures with other saturated CMTs in water. In contrast, (ii) treatment of the capsule with mixture...
1 CitationsSource
#1Masahiro Yamashina (TITech: Tokyo Institute of Technology)H-Index: 13
#2Hayate Suzuki (TITech: Tokyo Institute of Technology)
Last. Shinji Toyota (TITech: Tokyo Institute of Technology)H-Index: 23
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Catalyst- and regent-free reactions are powerful tools creating various functional molecules and materials. However, such chemical bonds are usually hydrolysable or require specific functional groups, which limits their use in aqueous media. Here we report that the development of new amphiphiles through the Staudinger reaction. Simple mixing of chlorinated aryl azide with a hydrophilic moiety and various triarylphosphines ( PAr3 ) gave rise to azaylide-based amphiphiles NPAr3 , rapidly and quant...
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#1Kazuki Kajiyama (TITech: Tokyo Institute of Technology)
#2Eiji Tsurumaki (TITech: Tokyo Institute of Technology)H-Index: 13
Last. Shinji Toyota (TITech: Tokyo Institute of Technology)H-Index: 23
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#1Kazuki Kajiyama (TITech: Tokyo Institute of Technology)
#2Eiji Tsurumaki (TITech: Tokyo Institute of Technology)H-Index: 13
Last. Shinji Toyota (TITech: Tokyo Institute of Technology)H-Index: 23
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A bicyclic anthracene macrocycle containing two triptycene units at the bridgehead positions was synthesized by Ni-mediated coupling of the corresponding precursor as a cage-shaped aromatic hydrocarbon host. This cage host formed an inclusion complex with C60 or C70 guest in 1 : 1 ratio in solution. The association constants (Ka ) determined by the fluorescence titration method were 1.3×104 and 3.3×105 L mol -1 for the C60 and C70 complexes, respectively, at 298 K in toluene. DFT calculations re...
1 CitationsSource
#1Kei Fujise (TITech: Tokyo Institute of Technology)H-Index: 2
#2Eiji Tsurumaki (TITech: Tokyo Institute of Technology)H-Index: 3
Last. Shinji Toyota (TITech: Tokyo Institute of Technology)H-Index: 23
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Polycyclic aromatic compounds consisting of four or five fused anthracene units were synthesized by PtCl2 -catalyzed cycloisomerization as novel long expanded helicenes. These compounds have helical structures with significant stacking of the terminal anthracene moieties at 0.33 nm interlayer distance. In the UV-vis and fluorescence spectra, the absorption and emission bands were red-shifted as the number of fused anthracene units was increased. The characteristic broad and long-lived emission b...
2 CitationsSource
#1Kei Fujise (TITech: Tokyo Institute of Technology)H-Index: 2
#2Eiji Tsurumaki (TITech: Tokyo Institute of Technology)H-Index: 3
Last. Shinji Toyota (TITech: Tokyo Institute of Technology)H-Index: 23
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#1Kei FujiseH-Index: 2
#2Eiji Tsurumaki (TITech: Tokyo Institute of Technology)H-Index: 3
Last. Shinji ToyotaH-Index: 23
view all 6 authors...
Polycyclic aromatic hydrocarbons consisting of three fused anthracene units were designed as new π-conjugated compounds having helical structures. These expanded helicenes were synthesized by Pt-catalyzed cycloisomerization of the corresponding ethynyl-substituted precursors. The nonplanar and helical structure was confirmed by X-ray analysis and DFT calculations, and the barrier to helical inversion was estimated to be 34 kJ mol -1 . The enantiomers of the diphenyl derivative were successfully ...
7 CitationsSource
#1Johannes Nebauer (FAU: University of Erlangen-Nuremberg)
#2Tenta Ishikawa (Okayama University of Science)
Last. Tetsuo Iwanaga (Okayama University of Science)H-Index: 15
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Donor–acceptor–donor arrays based on an anthracene bisimide (ABI) skeleton appended with 6,13-diethynylpentacene and 9,10-diethynylanthracene units have been constructed by Sonogashira coupling fol...
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#1Shinji Toyota (TITech: Tokyo Institute of Technology)H-Index: 23
#2Kan Wakamatsu (Okayama University of Science)H-Index: 14
The structures and conformation of anthracene-2,7-diyl cyclic oligomers were investigated by DFT calculations. The energy minimum and transition state structures of the oligomers ranging from penta...
2 CitationsSource