Updated on 2026/03/10

写真a

 
yamashina masahiro
 
Organization
School of Science Assistant Professor
Title
Assistant Professor
External link

News & Topics

▼display all

Papers

  • Macrocycles composed of biphenylene and butadiyne units with antiaromatic character

    Shoko Nagayama, Hiroki Kawakatsu, Daisuke Asai, Takumi Yokoyama, Masahiro Yamashina, Shinji Toyota, Kazukuni Tahara

    CHEMICAL SCIENCE   16 ( 37 )   17287 - 17297   2025.9

     More details

    Language:English   Publishing type:Research paper (scientific journal)  

    DOI: 10.1039/d5sc04720j

    Web of Science

    researchmap

  • Solid-State Self-Assembly: Exclusive Formation and Dynamic Interconversion of Discrete Cyclic Assemblies Based on Molecular Tweezers. International journal

    Koki Okabe, Masahiro Yamashina, Eiji Tsurumaki, Hidehiro Uekusa, Shinji Toyota

    The Journal of organic chemistry   89 ( 13 )   9488 - 9495   2024.7

     More details

    Language:English   Publishing type:Research paper (scientific journal)  

    In contrast to self-assembly in solution systems, the construction of well-defined assemblies in the solid state has long been identified as a challenging task. Herein, we report the formation of tweezers-shaped molecules into various assemblies through a solid-state self-assembly strategy. The relatively flexible molecular tweezers undergo exclusive and quantitative assembly into either cyclic hexamers or a porous network through classical recrystallization or the exposure of powders to solvent vapor, despite the fact that they form only dimers in solution. The cyclic hexamers have high thermal stability and exhibit moderate solid-state fluorescence. The formation of heterologous assemblies consisting of different tweezers allows for tuning these solid-state properties of the cyclic hexamer. Furthermore, (trimethylsilyl)ethynyl-substituted tweezers demonstrate solvent-vapor-induced dynamic interconversion between the cyclic hexamer and a pseudocyclic dimer in the solid state. This assembly behavior, which has been studied extensively in solution-based supramolecular chemistry, had not been accomplished in the solid state so far.

    DOI: 10.1021/acs.joc.4c00794

    PubMed

    researchmap

  • Azaylide-based gemini amphiphiles displaying unique self-assembling behavior via an even–odd effect of alkyl linker chain length

    Yoshimori Akiyama, Masahiro Yamashina, Shinji Toyota

    Soft Matter   2024

     More details

    Publishing type:Research paper (scientific journal)  

    DOI: 10.1039/D4SM00789A

    researchmap

  • Transformation of Highly Hydrophobic Triarylphosphines into Amphiphiles via Staudinger Reaction with Hydrophilic Trichlorophenyl Azide. International journal

    Hayate Suzuki, Yoshimori Akiyama, Masahiro Yamashina, Yuya Tanaka, Shinji Toyota

    Chemistry (Weinheim an der Bergstrasse, Germany)   29 ( 72 )   e202303017   2023.12

     More details

    Language:English   Publishing type:Research paper (scientific journal)  

    Owing to its hydrophobic properties and reactivity, triarylphosphines (PAr3 ) are promising precursors for the development of new amphiphiles. However, an efficient and reliable synthetic method for amphiphiles based on highly hydrophobic PAr3 is still required. Herein, a straightforward transformation of highly hydrophobic PAr3 into amphiphiles via the Staudinger reaction is reported. By simply mixing PAr3 and a hydrophilic trichlorophenyl azide containing two hydrophilic chains, amphiphiles bearing a N=P bond (i. e., an azaylide moiety) were quantitatively formed. The obtained azaylide-based amphiphiles were remarkably water-soluble, enabling their spontaneous self-assembly into 2 nm-sized micelles composed of 4-5 molecules in water with a low critical micelle concentration (up to 0.05 mM or less) due to the effective intermolecular interactions among the hydrophobic surfaces. Although the azaylide moiety is easily hydrolyzed in the presence of water, the azaylide in the amphiphiles displayed notable stability in water even at 60 h, which stems from the LUMO modulation induced by the presence of three electron-withdrawing chloro groups and two twisted alkoxycarbonyl groups, according to DFT calculations. An amphiphile having a large hydrophobic surface solubilized various hydrophobic organic dyes through efficient intermolecular interactions, resulting in the dyes exhibiting either monomer or excimer emissions in water.

    DOI: 10.1002/chem.202303017

    PubMed

    researchmap

  • Controlling the Assembly of PdII/Bianthryl‐Based Monomeric and Dimeric Interlocked Cages by Steric Effects

    Sota Watanabe, Masahiro Yamashina, Eiji Tsurumaki, Shinji Toyota

    ChemistryEurope   2023.11

     More details

    Publishing type:Research paper (scientific journal)  

    DOI: 10.1002/ceur.202300047

    researchmap

  • A self-complementary macrocycle by a dual interaction system. International journal

    Yuta Sawanaka, Masahiro Yamashina, Hiroyoshi Ohtsu, Shinji Toyota

    Nature communications   13 ( 1 )   5648 - 5648   2022.9

     More details

    Language:English   Publishing type:Research paper (scientific journal)  

    Self-complementary assembly is one of the most promising phenomena for the formation of discrete assemblies, e.g., proteins and capsids. However, self-complementary assembly based on multiple host-guest systems has been scarcely reported due to the difficulty in controlling each assembly. Herein, we report a dual interaction system in which the key assembly direction is well regulated by both π-π stacking and hydrogen bonding to construct a self-complementary macrocycle. Continuous host-guest behavior of anthracene-based molecular tweezers during crystallization leads to successful construction of a cyclic hexamer, which is reminiscent of Kekulé's monkey model. Furthermore, the cyclic hexamer in a tight and triple-layered fashion shows hierarchical assembly into cuboctahedron and rhombohedral assemblies in the presence of trifluoroacetic acid. Our findings would be potentially one of metal-free strategies for constructing anthracene-based supramolecular assemblies with higher-order structure.

    DOI: 10.1038/s41467-022-33357-y

    PubMed

    researchmap

  • Synthesis of Azaylide‐Based Amphiphiles by the Staudinger Reaction

    Masahiro Yamashina, Hayate Suzuki, Natsuki Kishida, Michito Yoshizawa, Shinji Toyota

    Angewandte Chemie   133 ( 33 )   18059 - 18063   2021.8

     More details

    Publishing type:Research paper (scientific journal)   Publisher:Wiley  

    DOI: 10.1002/ange.202105094

    researchmap

  • Synthesis of Azaylide-Based Amphiphiles by the Staudinger Reaction

    Masahiro Yamashina, Hayate Suzuki, Natsuki Kishida, Michito Yoshizawa, Shinji Toyota

    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION   60 ( 33 )   17915 - 17919   2021.8

     More details

    Language:English   Publishing type:Research paper (scientific journal)  

    DOI: 10.1002/anie.202105094

    Web of Science

    researchmap

  • Recognition and Stabilization of Unsaturated Fatty Acids by a Polyaromatic Receptor

    Keita Niki, Takahiro Tsutsui, Masahiro Yamashina, Munetaka Akita, Michito Yoshizawa

    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION   59 ( 26 )   10489 - 10492   2020.6

     More details

    Language:English   Publishing type:Research paper (scientific journal)  

    DOI: 10.1002/anie.202003253

    Web of Science

    researchmap

  • Recognition and Stabilization of Unsaturated Fatty Acids by a Polyaromatic Receptor Reviewed

    Keita Niki, Takahiro Tsutsui, Masahiro Yamashina, Munetaka Akita, Michito Yoshizawa

    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION   59 ( 26 )   10489 - 10492   2020.6

     More details

    Language:English   Publishing type:Research paper (scientific journal)  

    DOI: 10.1002/anie.202003253

    Web of Science

    researchmap

  • An antiaromatic-walled nanospace

    Masahiro Yamashina, Yuya Tanaka, Roy Lavendomme, Tanya K. Ronson, Michael Pittelkow, Jonathan R. Nitschke

    NATURE   574 ( 7779 )   511 - +   2019.10

     More details

    Language:English   Publishing type:Research paper (scientific journal)  

    DOI: 10.1038/s41586-019-1661-x

    Web of Science

    researchmap

  • A polyaromatic receptor with high androgen affinity

    Masahiro Yamashina, Takahiro Tsutsui, Yoshihisa Sei, Munetaka Akita, Michito Yoshizawa

    SCIENCE ADVANCES   5 ( 4 )   2019.4

     More details

    Language:English   Publishing type:Research paper (scientific journal)  

    DOI: 10.1126/sciadv.aav3179

    Web of Science

    researchmap

  • Open versus Closed Polyaromatic Nanocavity: Enhanced Host Abilities toward Large Dyes and Pigments

    Takahiro Tsutsui, Shunsuke Kusaba, Masahiro Yamashina, Munetaka Akita, Michito Yoshizawa

    CHEMISTRY-A EUROPEAN JOURNAL   25 ( 17 )   4320 - 4324   2019.3

     More details

    Language:English   Publishing type:Research paper (scientific journal)  

    DOI: 10.1002/chem.201806409

    Web of Science

    researchmap

  • Cramming versus threading of long amphiphilic oligomers into a polyaromatic capsule

    Masahiro Yamashina, Shunsuke Kusaba, Munetaka Akita, Takashi Kikuchi, Michito Yoshizawa

    NATURE COMMUNICATIONS   9   2018.10

     More details

    Language:English   Publishing type:Research paper (scientific journal)  

    DOI: 10.1038/s41467-018-06458-w

    Web of Science

    researchmap

  • Hydrophilic Oligo(lactic acid)s Captured by a Hydrophobic Polyaromatic Cavity in Water

    Shunsuke Kusaba, Masahiro Yamashina, Munetaka Akita, Takashi Kikuchi, Michito Yoshizawa

    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION   57 ( 14 )   3706 - 3710   2018.3

     More details

    Language:English   Publishing type:Research paper (scientific journal)  

    DOI: 10.1002/anie.201800432

    Web of Science

    researchmap

  • Self-Assembly Process of a Pd2L4 Capsule: Steric Interactions between Neighboring Components Favor the Formation of Large Intermediates

    Shumpei Kai, Masanori Nakagawa, Tatsuo Kojima, Xin Li, Masahiro Yamashina, Michito Yoshizawa, Shuichi Hiraoka

    CHEMISTRY-A EUROPEAN JOURNAL   24 ( 16 )   3965 - 3969   2018.3

     More details

    Language:English   Publishing type:Research paper (scientific journal)  

    DOI: 10.1002/chem.201705253

    Web of Science

    researchmap

  • Exact mass analysis of sulfur clusters upon encapsulation by a polyaromatic capsular matrix

    Sho Matsuno, Masahiro Yamashina, Yoshihisa Sei, Munetaka Akita, Akiyoshi Kuzume, Kimihisa Yamamoto, Michito Yoshizawa

    NATURE COMMUNICATIONS   8   2017.9

     More details

    Language:English   Publishing type:Research paper (scientific journal)  

    DOI: 10.1038/s41467-017-00605-5

    Web of Science

    researchmap

  • A polyaromatic nanocapsule as a sucrose receptor in water

    Masahiro Yamashina, Munetaka Akita, Taisuke Hasegawa, Shigehiko Hayashi, Michito Yoshizawa

    SCIENCE ADVANCES   3 ( 8 )   2017.8

     More details

    Language:English   Publishing type:Research paper (scientific journal)  

    DOI: 10.1126/sciadv.1701126

    Web of Science

    researchmap

  • Coordination-driven Nanostructures with Polyaromatic Shells

    Michito Yoshizawa, Masahiro Yamashina

    CHEMISTRY LETTERS   46 ( 2 )   163 - 171   2017.2

     More details

  • Recognition of Multiple Methyl Groups on Aromatic Rings by a Polyaromatic Cavity

    Masahiro Yamashina, Sho Matsuno, Yoshihisa Sei, Munetaka Akita, Michito Yoshizawa

    CHEMISTRY-A EUROPEAN JOURNAL   22 ( 40 )   14147 - 14150   2016.9

     More details

    Language:English   Publishing type:Research paper (scientific journal)  

    DOI: 10.1002/chem.201603032

    Web of Science

    researchmap

  • M2L4 coordination capsules with tunable anticancer activity upon guest encapsulation

    Anife Ahmedova, Rositsa Mihaylova, Denitsa Momekova, Pavletta Shestakova, Silviya Stoykova, Joana Zaharieva, Masahiro Yamashina, Georgi Momekov, Munetaka Akita, Michito Yoshizawa

    DALTON TRANSACTIONS   45 ( 33 )   13214 - 13221   2016.9

     More details

    Language:English   Publishing type:Research paper (scientific journal)  

    DOI: 10.1039/c6dt01801g

    Web of Science

    researchmap

  • Anticancer Potencies of Pt-II- and Pd-II-linked M2L4 Coordination Capsules with Improved Selectivity

    Anife Ahmedova, Denitsa Momekova, Masahiro Yamashina, Pavletta Shestakova, Georgi Momekov, Munetaka Akita, Michito Yoshizawa

    CHEMISTRY-AN ASIAN JOURNAL   11 ( 4 )   474 - 477   2016.2

     More details

    Language:English   Publishing type:Research paper (scientific journal)  

    DOI: 10.1002/asia.201501238

    Web of Science

    researchmap

  • Preparation of Highly Fluorescent Host-Guest Complexes with Tunable Color upon Encapsulation

    Masahiro Yamashina, Matthew M. Sartin, Yoshihisa Sei, Munetaka Akita, Satoshi Takeuchi, Tahei Tahara, Michito Yoshizawa

    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY   137 ( 29 )   9266 - 9269   2015.7

     More details

    Language:English   Publishing type:Research paper (scientific journal)  

    DOI: 10.1021/jacs.5b06195

    Web of Science

    researchmap

  • Anisotropic Expansion of an M2L4 Coordination Capsule: Host Capability and Frame Rearrangement

    Masahiro Yamashina, Tsubasa Yuki, Yoshihisa Sei, Munetaka Akita, Michito Yoshizawa

    CHEMISTRY-A EUROPEAN JOURNAL   21 ( 11 )   4200 - 4204   2015.3

     More details

    Language:English   Publishing type:Research paper (scientific journal)  

    DOI: 10.1002/chem.201406445

    Web of Science

    researchmap

  • Safe storage of radical initiators within a polyaromatic nanocapsule

    Masahiro Yamashina, Yoshihisa Sei, Munetaka Akita, Michito Yoshizawa

    NATURE COMMUNICATIONS   5   2014.8

     More details

    Language:English   Publishing type:Research paper (scientific journal)  

    DOI: 10.1038/ncomms5662

    Web of Science

    researchmap

▼display all

MISC

  • Synthesis of Azaylide-based Amphiphile with a Phosphine Coordination Site and Evaluation of its Assembling Behavior

    内藤翔, 秋山善守, 山科雅裕, 豊田真司, 井手智仁

    日本化学会春季年会講演予稿集(Web)   104th   2024

Research Projects

  • アザイリド形成に基づく新奇モノメリック型/ジェミニ型両親媒性分子の創製

    Grant number:22K14662  2022.4 - 2024.3

    日本学術振興会  科学研究費助成事業  若手研究

    山科 雅裕

      More details

    Grant amount:\4550000 ( Direct Cost: \3500000 、 Indirect Cost:\1050000 )

    researchmap

  • Development of fluorescent supramolecular materials based on the fluorescent double-tweezer-shaped molecules

    Grant number:20K15255  2020.4 - 2022.3

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research  Grant-in-Aid for Early-Career Scientists

    Yamashina Masahiro

      More details

    Grant amount:\4160000 ( Direct Cost: \3200000 、 Indirect Cost:\960000 )

    Amphiphilic molecules that can self-aggregate and encapsulate guest molecules in water have attracted attention in various fields. Herein, we report 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 quantitatively. The obtained NPAr3 formed ca. 2 nm-sized spherical aggregates (NPAr3)n in water. The hydrolysis of NPAr3 was significantly suppressed as compared with those of non-chlorinated amphiphiles. Computational studies revealed that the stability is mainly governed by the decrease in LUMO around the phosphorus atom owing to the o-substituted halogen groups. Furthermore, hydrophobic dyes such as Nile red and BODIPY were encapsulated by the spherical aggregates (NPAr3)n in water.

    researchmap

  • Construction of novel fluorescent materials based on the self-assembly of curved pi-conjugated surfaces

    Grant number:19K23623  2019.8 - 2021.3

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research  Grant-in-Aid for Research Activity Start-up

    Yamashina Masahiro

      More details

    Grant amount:\2860000 ( Direct Cost: \2200000 、 Indirect Cost:\660000 )

    In this study, we could demonstrate the construction of an antiaromatic-walled nanospace within a self-assembled cage composed of four metal ions with six identical antiaromatic walls. Although norcorrole has flat structure, each norcorrole wall displays a 165.4°bend inwards. Calculations indicate that the magnetic effects of the antiaromatic moieties surrounding this nanospace reinforce each other. This prediction is confirmed by 1H nuclear magnetic resonance (NMR) signals of bound guest molecules, which are observed at chemical shift values of up to 24 parts per million (ppm), owing to the combined antiaromatic deshielding effect of the surrounding rings.

    researchmap