Yoshinori Yamanoi

School of Science, The University of Tokyo
Associate Professor
A01
A01-03

Research AreasOrganoelement chemistry

Development of stimulation-responsive soft crystal using the characteristics of silicon-silicon bond

Keywords
Silicon, Silicon–silicon bond, fluorescence, Second harmonic generation (SHG) , Circularly polarized luminescence (CPL)
Co-Researcher
Co-Researcher: Kenichiro Omoto (Nara Institute of Science and Technology, Assistant Professor)
Co-Researcher: Muneyuki Hattori (National Institute of Advanced Industrial Science and Technology (AIST), Principle Researcher)
Co-Researcher: Toyotaka Nakae (Tokyo Metropolitan University,Assistant Professor )
Co-Researcher: Masaki Nishio (School of Science, The University of Tokyo, Researcher)

Research Outline

This research aims at the creation of soft crystals having silicon−silicon (Si−Si) bonds which display dramatic change in the crystal structure and optical properties by weak external stimulation. It is known that the Si−Si bond has almost the same chemical and physical properties as the C=C bond because their ionization potentials are almost the same. D−Si−Si−A type disilane compounds (D: donor group, A: acceptor group) take various crystal packings, and structural changes have impact on optical properties due to flexible Si−Si bond and weak molecule interaction. Thus, the disilane unit (Si−Si) shows optical properties different from C=C bond in the solid state. Here, we study the changes in optical properties (emission, SHG, and CPL) of various disilane or oligosilane crystals associated with weak external stimulation. Based on the results, immobilization and device integration by a vacuum deposition and/or a spin coat on the substrate are also investigated.

Changes in crystal packing and optical properties by external stimulation

Representative Achievements

  • “Multi-functional Octamethyltetrasila[2.2]cyclophanes: Conformational Variations, Circularly Polarized Luminescence, and Organic Electroluminescence”, Shimada, M.; Yamanoi, Y.;* Ohto, T.; Pham, S.-T.; Ryo Yamada, R.; Tada, H.; Omoto, K.; Tashiro, S.; Shionoya, M.; Hattori, M.; Jimura, K.; Hayashi, S.; Koike, H.; Iwamura, M.; Nozaki, K.; Nishihara, H.* J. Am. Chem. Soc. 2017, 139, 11214–11221.
    DOI: 10.1021/jacs.7b05671
  • “Access to Chiral Silicon Centers for Application to Circularly Polarized Luminescence Materials”, Koga, S.; Ueki, S.; Shimada, M.; Ishii, R.; Kurihara, Y.; Yamanoi, Y.;* Yuasa, J.; Kawai, T.; Uchida, T.; Iwamura, M.; Nozaki, K.; Nishihara, H.* J. Org. Chem. 2017, 82, 6108–6117.
    DOI: 10.1021/acs.joc.7b00583
  • “Bright Solid-State Emission of Disilane-Bridged Donor-Acceptor-Donor and Acceptor-Donor-Acceptor Chromophores”, Shimada, M.; Tsuchiya, M.; Sakamoto, R.; Yamanoi, Y.;* Nishibori, E.; Sugimoto, K.; Nishihara, H.* Angew. Chem. Int. Ed. 2016, 55, 3022–3026.
    DOI: 10.1002/anie.201509380
  • Unusual Reactivity of Group 14 Hydrides toward Organic Halides: Synthesis Studies and Application to Functional Materials
    Shimada, M.; Yamanoi, Y.;* Nishihara, H.* J. Synth. Org. Chem. Jpn. 2016, 74, 1098–1107.
    DOI: 10.5059/yukigoseikyokaishi.74.1098

Publications

Category

Academic papers/reviewed

  1. “Luminescent behavior elucidation of a disilane-bridged D‒A‒D triad composed of phenothiazine and thienopyrazine”, T. Nakae, M. Nishio, T. Usuki, M. Ikeya, C. Nishimoto, S. Ito, H. Nishihara, M. Hattori, S. Hayashi, T. Yamada, *Y. Yamanoi, Angew. Chem. Int. Ed. 60, 22871–22878 (2021). (領域内共同研究 A02公募 伊藤(傑))
  2. “Synthesis, structure and photophysical properties of yellow-green and blue photoluminescent dinuclear and octanuclear copper(I) iodide complexes with a disilanylene-bridged bispyridine ligand”, T. Nakae, M. Nishio, T. Yamada, *Y. Yamanoi, Molecules, 26, 6852 (2021).
  3. “Dirac point shift of graphene-FET in the presence of ionic molecules or surfactants”, M. Miyachi, W. Zhu, T. Nakae, *Y. Yamanoi, T. Ikuta, K. Maehashi, *H. Nishihara, Chem. Lett. 50, 1263–1270 (2021).
  4. "Bio-organic-inorganic hybrid soft materials: photoelectric conversion systems based on photosystem I and II with molecular wires" *Y. Yamanoi, T. Nakae, H. Nishihara, Chem. Lett. 50, 1263–1270 (2021). (Highlight review, Inside cover)
  5. "Thermosalience in macrocycle-based soft crystals via anisotropic deformation of disilanyl architecture" K. Omoto, T. Nakae, M. Nishio, Y. Yamanoi, H. Kasai, E. Nishibori, T. Mashimo, T. Seki, H. Ito, K. Nakamura, N. Kobayashi, H. Nishihara, J. Am. Chem. Soc. 142, 12651-12657 (2020). (領域内共同研究 A02計画 伊藤肇、A02計画 後藤、A02公募 西堀、A03 計画 小林)
  6. "Selective formation of SHG active and inactive 1,1,2,2-tetramethyl-1-(4-(N,N-dimethylamino)phenyl)-2-(2’-cyanophenyl)disilane crystals under weak external stimuli" M. Nishio, M. Shimada, K. Omoto, T. Nakae, H. Maeda, M. Miyachi, Y. Yamanoi, E. Nishibori, N. Nakayama, H. Goto, T. Matsushita, T. Kondo, M. Hattori, K. Jimura, S. Hayashi, H. Nishihara, J. Phys. Chem. C, 124, 17450-17458 (2020). (領域内共同研究 A02計画 後藤、A02公募 西堀)
  7. "Photoelectric Conversion System Composed of Cytochrome c, Gene-Recombined Photosystem I and Platinum Nanoparticles" W. Zhu, R. Salles, M. Miyachi, Y. Yamanoi, T. Tomo, H. Takahashi, H. Nishihara, Langmuir 36, 6429-6435 (2020).
  8. "Effect of Tris(trimethylsilyl)silyl Group on the Fluorescence and Triplet Yields of Oligothiophenes" *S. Hirata, M. Nishio, H. Uchida, T. Usuki, T. Nakae, M. Miyachi, *Y. Yamanoi, H. Nishihara, H. J. Phys. Chem. C, 124, 3277-3286 (2020). (領域内共同研究 A03公募 平田)
  9. "Photosensing system using photosystem I and gold nanoparticle on graphene field-effect transistor" D. Nishiori, W. Zhu, R. Salles, M. Miyachi, *Y. Yamanoi, T. Ikuta, K. Maehashi, T. Tomo, *H. Nishihara, ACS Appl. Mater. Inter., 11, 42773–42779 (2019).
  10. "Enhancement of the Photofunction of Phosphorescent Pt(II) Cyclometalated Complexes Driven by Substituents: Solid-State Luminescence and Circularly Polarized Luminescence" T. Usuki, H. Uchida, K. Omoto, *Y. Yamanoi, A. Yamada, M. Iwamura, K. Nozaki, *H. Nishihara, J. Org. Chem., 84, 10749-10756 (2019). (領域内共同研究 A03公募 岩村)
  11. "Dioxacyclophanes as a Scaffold for Silicon-based Circularly Polarized Luminescent Materials" *Y. Yamanoi, T. Usuki, K. Omoto, M. Shimada, H. Koike, M. Iwamura, K. Nozaki, D. Saito, M. Kato, *H. Nishihara, Tetrahedron Lett., 60, 1108-1112, (2019). (領域内共同研究 A01計画 加藤、A03公募 岩村)
  12. "Effects of Substituents on the Blue Luminescence of Disilane-Linked Donor‒Acceptor‒Donor Triads" T. Usuki, K. Omoto, M. Shimada, *Y. Yamanoi, H. Kasai, E. Nishibori, *H. Nishihara, Molecules, 24, 521 (2019). (領域内共同研究 A02公募 西堀)
  13. "Aggregation-Induced Emission Enhancement from Disilane-Bridged Donor-Acceptor-Donor Luminogens Based on the Triarylamine Functionality" T. Usuki, M. Shimada, *Y. Yamanoi, T. Ohto, H. Tada, H. Kasai, E. Nishibori, *H. Nishihara, ACS Appl. Mater. Inter., 10, 12164-2172 (2018). (領域内共同研究 A02公募 西堀)
  14. "Attachment chemistry of aromatic compounds on a Silicon(100) surface" A. Henriksson, D. Nishiori, H. Maeda, M. Miyachi, Y. Yamanoi, H. Nishihara, Surf. Sci., 669, 140-144 (2018).
  15. "Multifunctional Octamethyltetrasila[2.2]cyclophanes: Conformational Variations, Circularly Polarized Luminescence, and Organic Electroluminescence" M. Shimada, *Y. Yamanoi, T. Ohto, S. Pham, R. Yamada, H. Tada, K. Omoto, S. Tashiro, M. Shionoya, M. Hattori, K. Jimura, S. Hayashi, H. Koike, M. Iwamura, K. Nozaki, *H. Nishihara, J. Am. Chem. Soc., 139, 11214-11221 (2017). (領域内共同研究 A01公募 田代、A03公募 岩村)
  16. "A photochemical hydrogen evolution system combining cyanobacterial photosystem I and platinum nanoparticle-terminated molecular wires" M. Miyachi, K. Okuzono, D. Nishiori, *Y. Yamanoi, T. Tomo, M. Iwai, I. S. Allakhverdiev, *H. Nishihara, Chem. Lett., 46, 1479-1481 (2017).

International conferences

  1. “Effects of Substituents on the Luminescence of disilane-linked donor/acceptor/donor triads “, Yamanoi, Y. The 3rd International Symposium on Soft Crystals (the 3rd ISSC) joint with the 4th International Symposium on Photofunctional Chemistry of Complex Systems (ISPCCS 2021), 2021/December, Hawaii
  2. Shimada, M.; Yamanoi, Y.; Omoto, K.; Tashiro, S.; Shionoya, M.; Ohto, T.; Pham S.-T.; Yamada, R.; Tada, H.; Hattori, M.; Jimura, K.; Hayashi, S.; Koike, H.; Iwamura, M.; Nozaki, K. Nishihara, H. “Synthesis and physical properties of tetrasila[2.2]thiophenophane derivatives for the luminescent and chiroptical materials”, 254th ACS National Meeting & Exposition, August 2017, USA.

Related Website(s)
Contact
yamanoi [at] chem.s.u-tokyo.ac.jp