A Series of D–A–D Structured Disilane-Bridged Triads: Structure and Stimuli-Responsive Luminescence StudiesClick to copy article linkArticle link copied!
- Hiroto MiyabeHiroto MiyabeDepartment of Chemistry, School of Science, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, JapanMore by Hiroto Miyabe
- Mizuha UjitaMizuha UjitaDepartment of Chemistry, School of Science, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, JapanMore by Mizuha Ujita
- Masaki NishioMasaki NishioDepartment of Chemistry, School of Science, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, JapanMore by Masaki Nishio
- Toyotaka NakaeToyotaka NakaeDepartment of Chemistry, School of Science, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, JapanDepartment of Applied Chemistry, Tokyo Metropolitan University, 1-1 Minami-Osawa, Hachioji, Tokyo 192-0397, JapanMore by Toyotaka Nakae
- Tsukasa UsukiTsukasa UsukiDepartment of Chemistry, School of Science, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, JapanMore by Tsukasa Usuki
- Minako IkeyaMinako IkeyaDepartment of Chemistry and Life Science, Graduate School of Engineering Science, Yokohama National University, 79-5 Tokiwadai, Hodogaya-ku, Yokohama, Kanagawa 240-8501, JapanMore by Minako Ikeya
- Chika NishimotoChika NishimotoDepartment of Chemistry and Life Science, Graduate School of Engineering Science, Yokohama National University, 79-5 Tokiwadai, Hodogaya-ku, Yokohama, Kanagawa 240-8501, JapanMore by Chika Nishimoto
- Suguru ItoSuguru ItoDepartment of Chemistry and Life Science, Graduate School of Engineering Science, Yokohama National University, 79-5 Tokiwadai, Hodogaya-ku, Yokohama, Kanagawa 240-8501, JapanMore by Suguru Ito
- Mineyuki HattoriMineyuki HattoriNational Institute of Advanced Industrial Science and Technology (AIST), Central 5, 1-1-1 Higashi, Tsukuba, Ibaraki 305-8565, JapanMore by Mineyuki Hattori
- Satoshi TakeyaSatoshi TakeyaNational Institute of Advanced Industrial Science and Technology (AIST), Central 5, 1-1-1 Higashi, Tsukuba, Ibaraki 305-8565, JapanMore by Satoshi Takeya
- Shigenobu HayashiShigenobu HayashiNational Institute of Advanced Industrial Science and Technology (AIST), Central 5, 1-1-1 Higashi, Tsukuba, Ibaraki 305-8565, JapanMore by Shigenobu Hayashi
- Daisuke SaitoDaisuke SaitoDepartment of Chemistry, Faculty of Science, Hokkaido University, North-10 West-8, Kita-ku, Sapporo 060-0810, JapanMore by Daisuke Saito
- Masako KatoMasako KatoDepartment of Chemistry, Faculty of Science, Hokkaido University, North-10 West-8, Kita-ku, Sapporo 060-0810, JapanDepartment of Applied Chemistry for Environment, School of Biological and Environmental Sciences, Kwansei Gakuin University, 2-1 Gakuen, Sanda, Hyogo 669-1330, JapanMore by Masako Kato
- Hiroshi NishiharaHiroshi NishiharaResearch Center for Science and Technology, Tokyo University of Science, 2641 Yamazaki, Noda-shi, Chiba 278-8510, JapanMore by Hiroshi Nishihara
- Teppei YamadaTeppei YamadaDepartment of Chemistry, School of Science, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, JapanMore by Teppei Yamada
- Yoshinori Yamanoi*Yoshinori Yamanoi*Email: [email protected]Department of Chemistry, School of Science, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, JapanMore by Yoshinori Yamanoi
Abstract
A series of σ–π extended octamethyltetrasilanes, which have phenothiazine, 9,9-dimethyl-9,10-dihydroacridine, or phenoxazine (1, 2, and 3) groups as donor moieties and thienopyrazine or benzothiadiazole (a and b) groups as acceptor fragments, has been prepared, and their optical properties have been studied as an extension of our work. All six compounds exhibited fluorescence in the solid state with maximum wavelengths centered in the range of 400 and 650 nm upon excitation by a UV lamp. Compound 2b showed apparent dual emission behavior in solution, which depends on solvent polarity, and a reversible photoluminescent change under mechanical and thermal stimuli in the solid state. Quantum chemical calculations suggest the contribution of a quasi-axial conformer of the 9,9-dimethyl-9,10-dihydroacridine moiety in 2b to the dual emission in solution and the mechanofluoroluminescence in the solid state, similarly to 1a. These studies provide new insight into the preparation of disilane-bridged triads capable of responding to multiple stimuli.
Cited By
This article is cited by 4 publications.
- Yoshinori Yamanoi. Hydrosilane/Organoiodine Coupling-Enabled Studies of Organosilane Physical Properties. Accounts of Chemical Research 2023, 56
(22)
, 3325-3341. https://doi.org/10.1021/acs.accounts.3c00599
- Preston M. MacQueen, Ryan Holley, Subir Ghorai, Thomas J. Colacot. Convenient One-Pot Synthesis of L2Pd(0) Complexes for Cross-Coupling Catalysis. Organometallics 2023, 42
(18)
, 2644-2650. https://doi.org/10.1021/acs.organomet.3c00059
- Toyotaka Nakae, Mineyuki Hattori, Yoshinori Yamanoi. 15N CP/MAS NMR as a Tool for the Mechanistic Study of Mechanical Stimuli-Responsive Materials: Evidence for the Conformational Change of an Emissive Dimethylacridane Derivative. ACS Omega 2023, 8
(14)
, 12922-12927. https://doi.org/10.1021/acsomega.3c00099
- Chuanting Zhou, Zhikuan Zhou, Fuhuan Yu, Wei Xie, Wenjun Zhang, Qiaomei Yang, Xiaodong Xu, Lizhi Gai, Hua Lu. Multi-state photochromism of bis-tetraarylethene luminogens modulated through oligosilane linkages. Journal of Materials Chemistry C 2022, 10
(48)
, 18182-18188. https://doi.org/10.1039/D2TC04095F
Article Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.
Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.
The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated.