Research Topic

Preparation of Stimulus-Responsible Materials for Single Molecular Devices and their Functionalization

Research Aim

In our previous studies, we achieved high purity synthesis of highly conjugated compounds, a basic evaluation of their physical properties, the development of coated conversion-type organic field-effect transistors and organic solar cells, and the synthesis of near-infrared specific absorbing dyes. In the present study, we aim to create single molecular devices that respond to external stimuli using high purity highly conjugated π-electron system compounds.

Role and Need in the Group

It is important when creating single-molecular devices that optimal compounds are prepared with high purity. Organic synthesis is our area of strength, and by using a high purity synthesis of highly conjugated π-electron compounds by a precursor method, we can provide the necessary compounds with reliable purity to research groups in the area, regardless of the plan or proposal.

Research Content

Our group will focus on the following two activities: 1. Effects of integration patterns: Use an external stimulus to transform highly conjugated compound precursors on the substrate, distinguish the integrated morphology, and measure and evaluate the electrical properties. 2. Creation of external-stimulus-response-type single molecular devices: Measure and evaluate single-molecule devices equipped with a molecular wire on the highly conjugated compound precursor and the electrical characteristics of monomolecular elements after applying external stimuli.a01-2.jpg



Research representative: Hidemitsu Uno Professor / Ehime University Graduate School of Science and Engineering
Member of the research project: Tetsuo Okujima Associate Professor / Ehime University Graduate School of Science and Engineering
Member of the research project: Takahiro Nakae Assistant Professor / Kyoto University Institute of Advanced Energy
Researchers coordinated with: Shigeki Mori Assistant Professor / Ehime University Advanced Research Support Center

Papers List


[16] Cycloreversion Approach For Preparation of Large π-Conjugated Compounds

Methods and Applications of Cycloaddition Reactions in Organic Syntheses (Ed. Nagatoshi Nishiwaki ), chap.15, , 2014/01/10
DOI: 10.1002/9781118778173.ch15

[15] Bisarylation of 1,1',3,3'-Tetrahalo-2,2'-biazulene under Suzuki-Miyaura Cross-coupling Conditions

T. Nakae; T. Kikuchi; S. Mori; T. Okujima; T. Murafuji; H. Uno
Chem. Lett., 43, 4, 504 - 506, 2014/04/05
DOI: 10.1246/cl.131142

[14] Phenothiazine-Bridged Cyclic Porphyrin Dimers as High-Affinity Hosts for Fullerenes and Linear Array of C60 in Self-Assembled Porphyrin Nanotube

K. Sakaguchi; T. Kamimura; H. Uno; S. Mori; S. Ozako; H. Nobukuni; M. Ishida; F. Tani
J. Org. Chem., 79, , 2014/05/05
DOI: 10.1021/jo500034f

[13] Yellow NIR dye: π-fused bisbenzoBODIPYs with electron-withdrawing groups [重要文献]

M. Nakamura; M. Kitatsuka; K. Takahashi; T. Nagata; S. Mori; D. Kuzuhara; T. Okujima; H. Yamada; T. Nakae; H. Uno
Org. Biom. Chem., 12, 1309 - 1317, 2014/02/28
DOI: 10.1039/C3OB41996G

[12] Study on Hinsberg thiophene synthesis of 4,8-dihydro-4,8-ethanobenzo[1,2-c;4,5-c']dithiophene

K. Tagawa; S. Mori; T. Nakae; T. Okujima; H. Uno
Heterocycles , 88, 453 - 462, 2014
DOI: 10.3987/COM-13-S(S)53

[11] Synthesis and molecular structure of cyclo[8](9,10-dihydro-9,10-anthraceno)pyrrole

T. Okujima; C. Ando; S. Mori; T. Nakae; H. Yamada; H. Uno
Heterocycles, 88, 417 - 424, 2014
DOI: 10.3987/COM-13-S(S)42

[10] 4,4'-Diarylsulfanyl-2,2',5,5'-tetraoxybiaryl Derivatives as a Water-Soluble Fluorescent Dye

A. Kamimura; T. Nokubi; R. Watanabe; M. Ishikawa; K. Nasu; H. Uno; M. Sumimoto
J. Org. Chem., 79, 1068 - 1083, 2014/01/08
DOI: 10.1021/jo402522y


[9] Solution-processed anthradithiophene–PCBM p–n junction photovoltaic cells fabricated by using the photoprecursor method

H. Yamada; Y. Yamaguchi; R. Katoh; T. Motoyama; T. Aotake; D. Kuzuhara; M. Suzuki; T. Okujima; H. Uno; N. Aratani; K. Nakayama
Chem. Commun, 49, 11638 - 11640, 2013/12/25
DOI: 10.1039/C3CC46178E

[8] MCD spectroscopy and TD-DFT calculations of low-symmetry acenaphthoporphyrins with dual fluorescence

J. Mack; J. Nakamura; T. Okujima; H. Yamada; H. Uno; N. Kobayashi
J. Porphyrins and Phthalocyanines, 17, 10, 996 - 1007, 2013/10
DOI: 10.1142/S1088424613500727

[7] Synthesis and properties of boron complexes of [14]triphyrins(2.1.1)

D. Kuzuhara; Z. L. Xue; S. Mori; T. Okujima; H. Uno; N. Aratani; H. Yamada
Chem. Commun., 49, 8955 - 8957, 2013/10/11
DOI: 10.1039/C3CC44788J

[6] Acenaphthylene-Fused Cyclo[8]pyrroles with Intense Near-IR-Region Absorption Bands [重要文献]

T. Okujima; C. Ando; J. Mack; S. Mori; I. Hisaki; T. Nakae; H. Yamada; K. Ohara; N. Kobayashi; H. Uno
Chem. Eur. J., 19, 13970 - 13978, 2013/10/04
DOI: 10.1002/chem.201301294

[5] Effect of the orthoquinone moiety in 9,10-phenanthrenequinone on its ability to induce apoptosis in HCT-116 and HL-60 cells

N. Hatae; J. Nakamura; T. Okujima; M. Ishikura; T. Abe; S. Hibino; T. Choshi; C. Okada; H. Yamada; H. Uno; E. Toyota
Bioorg. Med. Chem. Lett., 23, 4637 - 4640, 2013/08/15
DOI: 10.1016/j.bmcl.2013.06.015

[4] A Radical Cascade Cyclization To Prepare Dihydrothiophenes Induced by Thiyl Radicals as Sulfur Biradical Equivalents

A. Kamimura; K. Miyazaki; Y. Yamane; R. Yo; S. Ishikawa; H. Uno; M. Sumimoto
J. Org. Chem., 78, 7816 - 7822, 2013/07/18
DOI: 10.1021/jo400975t

[3] Preparation of optically active bicyclodihydrosiloles by a radical cascade reaction

K. Miyazaki; Y. Yamane; R. Yo; H. Uno; A. Kamimura
Beilstein J. Org. Chem., 9, 1326 - 1332, 2013/07/04
DOI: 10.3762/bjoc.9.149

[2] A soluble bispentacenequinone precursor for creation of directly 6,6'-linked bispentacenes and a tetracyanobipentacenequinodimethane

K. Tanaka; N. Aratani; D. Kuzuhara; S. Sakamoto; T. Okujima; N. Ono; H. Uno; H. Yamada
RSC Adv., 3, 15310 - 15315, 2013/09/21
DOI: 10.1039/C3RA41914B

[1] η5-Cyclopentadienyliron(II)-[14]Triphyrin(2.1.1) Sandwich Compounds: Synthesis, Characterization, and Stable Redox Interconversion

Z. Xue; D. Kuzuhara; S. Ikeda; Y. Sakakibara; K. Ohkubo; N. Aratani; T. Okujima; H. Uno; S. Fukuzumi; H. Yamada
Angew. Chem. Int. Ed., 52, 7306 - 7309, 2013/07/08
DOI: 10.1002/anie.201302815