ロゴ
大学施設

RESEARCH

研究室紹介

分子機能化学

キーワード:#有機化学 #π共役系化合物 #高機能性色素の開発

新分子を自分で設計?合成し、性質を解明する醍醐味!

私たちは、くらしに役立つ材料に使われる有機分子の特徴的な構造を研究し、新たな「 機能」を示す新規分子をつくり出す研究を行っています。例えば、光や熱などの刺激で色が可逆的に変わったり、新しい磁性や導電性などを示す有機- 無機のハイブリッド分子など。X線結晶構造解析、その他各種の分析により、新しい分子の探求と未知なる物性の解明や機能性物質の開発に取り組んでいます。

業績

Structure and Chiroptical Properties of Anthra[1,2-a]anthracene-1-yl Dimers as New Biaryls

K. Watanabe, E. Tsurumaki, M. Hasegawa, S. Toyota
Eur. J. Org. Chem. 2024, e202400015 (Early View)

 

Benzocoumarin-Fused Triskelions Exhibit AIEE Due to Inhibited Molecular Inversion

M. Ueda, M. Kuramochi, R. Shimizu, Y. Ohba, N. Yamamoto, Y. Mazaki
Eur. J. Org. Chem., 2024, e202400015. (Early View)
Highlighted in ChemistryViews

 

Synthesis and Chiroptical Properties of Radially Extended Carbazole with Chiral [2.2]Paracyclophane Core

M. Hasegawa, W. Xiao, Y. Ishida, K. Asahi, H. Nishikawa, R. Ohno, D. Hayauchi, M. Haseagwa, Y. Mazaki
Adv. Funct. Mater., 2024, 2315215. (Early View)

2023

"Synthesis and Chiroptical Properties of Binaphthyl-Hinged[5]Helicenes"
M. Hasegawa, Y. Nojima, Y. Nagata, K. Usui, K.-i. Sugiura, and Y. Mazaki
Eur. J. Org. Chem., 2023, 26, e202300656.

"Stereogenic π-Conjugated Macrocycles: Synthesis, Structure, and Chiroptical Properties Including Circularly Polarized Luminescence"
M. Haseagawa, and Y. Mazaki
Synlett., 2023, 34, A-N.

"Intense absorption of azulene realized by molecular orbital inversion"
T. Tsuchiya, T. Hamano, M. Inoue, T. Nakamura, A. Wakamiya, and Y. Mazaki
Chem. Commun., 2023, 59, 10604.

"Synthesis, Structure, and Characterization of Thiacalix[4]-2,8-thianthrene"
M. Ueda, M. Isozaki, and Y. Mazaki
Molecules 2023, 28, 5462.

"Synthesis and Properties of Twisted and Helical Azulene Oligomers and Azulene-Based Polycyclic Hydrocarbons"
T. Tsuchiya, M. Higashibeppu, and Y. Mazaki
ChemistryOpen 2023, 12, e202100298.

"Aggregation-induced circularly polarized phosphorescence of Pt(ii) complexes with an axially chiral BINOL ligand"
D. Tauchi, T. Koike, Y. Nojima, M. Hasegawa, Y. Mazaki, A. Inagaki, K.-i. Sugiura, Y. Nagaya, K. Tsubaki, T. Shiga, Y. Nagata, and H. Nishikawa
Chem. Commun., 2023, 59, 4004.

"A double-helical S,C-bridged tetraphenyl-para-phenylenediamine and its persistent radical cation"
K. Harada, C. Hasegawa, T. Matsumoto, H. Sugishita, C. Kitamura, S. Higashibayashi, M. Hasegawa, S. Suzuki, and S.-i. Kato
Chem. Commun., 2023, 59, 1301.

"Substituent effects on helical structures and chiroptical properties of fused anthracenes with bulky phenyl groups"
K. Suzuki, H. Fukuda, H. Toda, Y. Imai, Y. Nojima, M. Haseagawa, E. Tsurumaki, and S. Toyota
Tetrahedron 2023, 132, 133243.

2022

"Synthesis and crystal structure of a sulphur-bridged molecular hoop consisting of 5,7,12,14-tetrathiapentacene"
M. Ueda, and Y. Mazaki
RSC Adv., 2022, 12, 10870.

"Chalcogenacalix[4]dithienoselenophene: Synthesis and Properties of Cyclic Thio- and Selenoether of Dithienoselenophene"
M. Hasegawa, K. Takahashi, and Y. Mazaki
Bull. Chem. Soc. Jpn., 2022, 95, 628.

"Multiply Twisted Chiral Macrocycles Clamped by Tethered Binaphthyls Exhibiting High Circularly Polarized Luminescence Brightness"
M. Hasegawa, C. Hasegawa, Y. Nagaya, K. Tsubaki, and Y. Mazaki
Chem. Eur. J., 2022, 28, e202202218. 

"Synthesis, Structures, and Properties of Tropone-Fused Coumarin Dyes"
S. Amishiro, M. Ueda, and Y. Mazaki
Bull. Chem. Soc. Jpn., 2022, 95, 1723.

"Janus-Type AIE Fluorophores: Synthesis and Properties of π-Extended Coumarin-Bearing Triskelions"
M. Ueda, M. Kokubun, N. Yanagi, N. Yamamoto, and Y. Mazaki
Molecules 2022, 27, 7450.

"Synthesis, Structures, and Redox Behavior of Methyl-Substituted Derivatives of Thiophene-Inserted [3]Dendralene with Redox-Active 1,3-Dithiol-2-ylidene Units"
T. Ito, M. Ueda, M. Fujioka, A. Yoshimura, T. Shirahata, and Y. Misaki
Bull. Chem. Soc. Jpn., 2022, 95, 1419.

"Oxidation of an Internal-Edge-Substituted [5]Helicene-Derived Phosphine Synchronously Enhances Circularly Polarized Luminescence"
K. Usui, N. Narita, R. Eto, S. Suzuki, A. Yokoo, K. Yamamoto, K. Igawa, N. Izuoka, T. Umeno, S. Matsumoto, M. Hasegawa, K. Tomooka, Y. Imai, and S. Karasawa
Chem. Eur. J., 2022, 28, e202202922.

湾曲型三脚巴状クマリン色素のAIE特性
上田将史
会誌「高分子」, 2022, 71, 479.

2021

"Synthesis, Structures, and Properties of Triskelion-Shaped Fluorophores Bearing Coumarins with Nitrogen-Containing Donor Groups"
M. Ueda, M. Kokubun, and Y. Mazaki
Bull. Chem. Soc. Jpn., 2021, 94, 2906.

"Helical Oligophenylene Linked with [2.2]Paracyclophane: Stereogenic π-Conjugated Dye for Highly Emissive Chiroptical Properties"
M. Hasegawa, Y. Ishida, H. Sasaki, S. Ishioka, K. Usui, N. Hara, M. Kitahara, Y. Imai, and Y. Mazaki
Chem. Eur. J., 2021, 27, 16225.

"Circularly Polarized Luminescence in Chiral π-Conjugated Macrocycles"
M. Hasegawa, N. Nojima, and Y. Mazaki
ChemPhotoChem 2021, 5, 1042.

"Small Figure-Eight Luminophores: Double-Twisted Tethered Cyclic Binaphthyls Boost Circularly Polarized Luminescence"
N. Nojima, M. Hasegawa, N. Hara, Y. Imai, and Y. Mazaki
Chem. Eur. J., 2021, 27, 5923.
Selected as a Hot Paper

"Circularly Polarized Luminescence of A Stereogenic Curved Paraphenylene Anchoring A Chiral Binaphthyl in Solution and Solid State"
K. Sato, M. Hasegawa, Y. Nojima, N. Hara, T. Nishiuchi, Y. Imai, and Y. Mazaki
Chem. Eur. J., 2021, 27, 1323.
Selected as a Hot Paper

"Dinuclear Triple-Stranded Helicates Composed of Tetradentate Ligands with Al[III] Chromophores: Optical Resolution and Multi-color Circularly Polarized Luminescence Properties"
T. Ono, K. Ishihama, A. Taema, T. Harada, K. Furusho, M. Hasegawa, Y. Nojima, M. Abe, and Y. Hisaeda
Angew. Chem. Int. Ed., 2021, 60, 2614.

"Dinuclear Triple-stranded Helicates Comprising Al[III], Ga[III], or In[III] and a Hydrazine-linked Bisiminopyrrolyl Ligand: Synthesis, Structure, Optical Resolution, and Chiroptical Properties"
K. Ishihama, T. Ono, T. Okawara, T. Harada, K. Frusho, M. Hasegawa, Y. Nojima, T. Koida, M. Abem and Y. Hisaeda
Bull. Chem. Soc. Jpn., 2021, 94, 573.

"Reduction of Ethynylenes to Vinylenes in Macrocyclic π-Extended Thiophene Skeleton under McMurry Coupling Conditions"
K. Shirahata, M. Takashika, K. Hirabayashi, M. Hasegawa, H. Otani, K. Yamamoto, Y. Ie, T. Shimizu, S. Aoyagi, and M. Iyoda
J. Org. Chem., 2021, 86, 302.

2020

"Dancing with Sulfur: Facile Preparation of Thiacalix[n]thiophene Derivatives"
M. Hasegawa
J. Org. Synth. Chem., 2020, 78, 1066.

"Triskelion Shaped π‐Luminophores Bearing Coumarin: Syntheses, Structures, and Luminescence Properties"
M. Ueda, M. Kokubun, and Y. Mazaki
ChemPhotoChem 2020, 4, 5159.
Selected as a Front Cover

"Selenacalix[4]selenophene: Synthesis, Structure, and Gel Formation of Cyclic Selenoether of Selenophene"
M. Hasegawa, S. Haga, T. Nishinaga, and Y. Mazaki
Org. Lett., 2020, 22, 3755.
Selected as a Front Cover

"Self-assembly of Radially π-Extended Tetrathiafulvalene Tetramers for Visible and Near Infrared Electrochromic Nanofiber"
M. Hasegawa and M. Iyoda
Bull. Chem. Soc. Jpn., 2020, 93, 154.

"Reversible Color and Shape Changes of Nanostructured Fibers of a Macrocyclic π-Extended Thiophene Hexamer Promoted by Adsorption and Desorption of Organic Vapor"
M. Iyoda, M. Takashika, M. Hasegawa, H. Otani, S. Mizuno, K. Miwa, W. Kariya, T. Fujiwara, H. Shimizu, and S. Aoyagi
J. Am. Chem. Soc., 2020, 142, 13662.

2019

M. Hasegawa, K. Kobayakawa, Y. Nojima, Y. Mazaki
Org. Biomol.Chem., 2019, 17, 8822.

"Paddlewheel Complexes with Azulenes: Electronic Interaction between Metal Centers and Equatorial Ligands"
T. Tsuchiya, R. Umemura, M. Kaminaga, S. Kushida, K. Ohkubo, S.‐i. Noro, and Y. Mazaki
ChemPlusChem 2019, 84, 655.
Selected as a Front Cover

"Chiroptical Properties of Oligophenylenes Anchoring with Stereogenic [2.2]Paracyclophane"
S. Ishioka, M. Hasegawa, N. Hara, H. Sasaki, Y. Imai, and Y. Mazaki
Chem. Lett., 2019, 48, 640.

"Stereogenic cyclic oligonaphthalenes displaying ring size-dependent handedness of circularly polarized luminescence (CPL)"
Y. Nojima, M. Hasegawa, N. Hara, Y. Imai, Y. Mazaki
Chem. Commun., 2019, 55, 2749.

"Hydration of Polycationic [5]Radialene with Quintuple 1,3‐Dithiol‐2‐ylidenes Leads to a New Class of π‐Extended Tetrathiafulvalene Scaffold"
M. Ueda, A. Tahara, M. Hasegawa, T. Shirahata, Y. Mazaki, and Y. Misaki
Chem. Eur. J., 2019, 25, 4984.
Selected as a Front Cover

"Selenacalix[4]dithienothiophene: Synthesis, Structure, and Complexation of A Cyclic Tetramer of Selenide-Bridging Dithienothiophene"
M. Hasegawa, K. Takahashi, S. Haga, and Y. Mazaki
Chem. Asian. J., 2019, 14, 1647.

"A Small Structural Change in the Substituents of Macrocyclic π‐Extended Thiophene Oligomers Causes a Key Effect on Their Stacking and Functional Properties"
T. Fujiwara, M. Takashika, M. Hasegawa, Y. Ie, Y. Aso, S. Aoyagi, H. Otani, and M. Iyoda
ChemPlusChem 2019, 84, 694.

"Thiacalix[n]thiophene and thiacalix[n]dithienothiophene: Facile synthesis, molecular structures, and complexation with C60 and C70"
M. Hasegawa, R. Inoue, Y. Honda, and Y. Mazaki
Phosphorus Sulfur Silicon Relat. Elem., 2019, 194, 756.

"Oxidations of Dithieno[3,4-b:3’,4’-d]thiophene Cyclic Dimer Bearing a Planar Cyclooctatetraene Ring: An Example of Retention of High Antiaromaticity During Reactions"
H. Hamaoka, S. Shiroma, K. Aburaya, M. Hasegawa, and T. Nishinaga
ChemPlusChem 2019, 84, 704.

"Synthesis and structure of bis[ethylenedioxy]-1,4,5,8-tetraselenanaphthalene"
R. Watanabe, M. Hasegawa, and M. Iyoda
Heteroatom Chem., 2018, 29, e21479.

"Transformation of Alkatetrayne Monolayers into Nanoflatcables Studied by Ultraviolet Photoelectron Spectroscopy and Metastable Atom Electron Spectroscopy"
H. Sanada, Y. Asoma, H. Ozaki, O. Endo, H. Oike. M. Hasegawa, and Y. Mazaki
J. Phys. Chem., C 2019, 123, 17781.

"Synthesis and Redox Properties of 1,3-Dithiole[n]radialenes"
M. Ueda and Y. Misaki
J. Org. Synth. Chem., 2019, 77, 1234.

"Research of Novel Synthetic Method toward Diarylsulfides"
M. Ueda 
J. Org. Synth. Chem., 2019, 77, 718.
 

2018

"Tetrathiafulvalene Dimer Merged with a Binuclear Ring of Sn and Sb: Synthesis and Molecular Structures Induced by Heteroatoms"
M. Hasegawa, M. Shirai, and Y. Mazaki
Eur. J. Inorg. Chem., 2018, 36, 4084.

"Chiroptical and Redox Properties of A Tetrathiafulvalene Analogue with An Inserted Spiro Framework"
M. Hasegawa, D. Kurebayashi, H. Matsuzawa, and Y. Mazaki
Chem. Lett., 2018, 47, 989.

"有機化合物の酸化還元とエレクトロクロミズム"
長谷川真士
化学と教育, 2018, 66, 78.

"π‐Dimerization ability of conjugated oligomer dication diradicaloids composed of dithienylpyrrole and benzodithiophene units"
T. Nishinaga, S. Shiroma, and M. Hasegawa
Org. Lett., 2018, 20, 3426.

"Antiaromaticity of Planar Bisdehydro[12]- and Tetrakisdehydro[16]-annulenes fused with Dithieno[3,4-b:3’,4’-d]thiophenes"
T. Akahane, M. Takase, Y. Mazaki, and T. Nishinaga
Heteroatom Chem., 2018, 29, e21452.

"Synthesis, Optical Resolution, and Circularly Polarized Luminescence of an Axially Chiral Porphyrin Dimer"
R. Watanabe, N. Hara, Y. Imai, M. Hasegawa, S. Ishioka, Y. Mazaki, and K.-i. Sugiura
ChemistrySelect 2018, 3, 3576.

"10-Mesityl-1,8-diphenylanthracene Dimer: Synthesis, Structure, and Properties"
A. Shirai, H. Sano, Y. Nakamura, M. Takashika, H. Otani, M. Hasegawa, S. Kato, and M. Iyoda
J. Org. Chem., 2018, 83, 3857.

2017

"Macrocyclic Oligothiophene with Stereogenic [2.2]Paracyclophane Scaffolds: Chiroptical Properties from π--Transannular Interactions"
M. Hasegawa, K. Kobayakawa, H. Matsuzawa, T. Nishinaga, T. Hirose, K. Sako, and Y. Mazaki
Chem. Eur. J., 2017, 23, 3267.

"Synthesis, structures, and properties of 2,5-dianthrylthiophene derivatives"
S. Toyota, M. Nishiuchi, T. Iwata, T. Yamauchi, T. Iwanaga, and M. Hasegawa
Can. J. Chem., 2017, 95, 286.

"Pentadecaphenylenes: synthesis, self-assembly and complexation with fullerene C60"
M. J. Rahman, H. Shimidzu, M. Hasegawa, and M. Iyoda
Org. Chem. Front., 2017, 4, 882.

"π-Exteneded Tetrathiafulvalene Analogue with Dicyano Dihydro-s-indacene Core, Leading to Facile Oxidation, Metallic Luster, and Solvatochromic Properties"
M. Hasegawa, Y. Endo, Y. Honda, and Y. Mazaki
Chem. Lett., 2017, 46, 964.

2016

"Facile Synthesis of Thiacalix[n]thiophene Derivatives"
M. Hasegawa, R. Inoue, and Y. Mazaki
Synlett., 201627, 2407.

"Synthesis, Structure, Optical, and Electrochemical Properties of Triple- and Quadruple-decker Co-facial Tetrathiafulvalene Arrays"
M. Hasegawa, K. Nakamura, S. Tokunaga, Y. Baba, R. Shiba, T. Shirahata, Y. Mazaki, and Y. Misaki
Chem. Eur. J., 201622, 10090.

"π-Extended Dimeric Dicyanofulvene: A New Class of Electron-accepting Molecule"
Y. Endo, M. Hasegawa, and Y. Mazaki
Chem. Lett., 201645, 250.

"Straightforward Synthesis, Electrochemical Properties, and Gel Formation of Thiacalix[n]thiophenes"
M. Hasegawa, Y. Honda, R. Inoue, and Y. Mazaki
Chem. Asian J., 201611, 674.


 

2015

"Efficient Synthesis, Structure, and Complexation Studies of Electron-Donating Thiacalix[n]dithienothiophene"
R. Inoue, M. Hasegawa, T. Nishinaga, K. Yoza, and Y. Mazaki
Angew. Chem. Int. Ed., 201554, 2734.

"Pyridazine-3,6-diol Annulated Tetrathiafulvalene: Self-Assembly and Fiber Formation Triggered by Diamine Addition"
R. Inoue, M. Hasegawa, and Y. Mazaki
Chem. Lett., 201544, 448.

H. Shimizu, C. J. Jose, M. Hasegawa, T. Nishinaga, T. Haque, M. Takase, H. Otani, J. Rabe, and M. Iyoda
J. Am. Chem. Soc., 2015137, 3877.

"Chiroptical Properties of 1,3-Diphenylallene-anchored Tetrathiafulvalene and Its Polymer Synthesis"
M. Hasegawa, J. Endo, S. Iwata, T. Shimasaki, and Y. Mazaki
Beilstein J. Org. Chem., 201511, 972.

"Star-shaped Tetrathiafulvalene Oligomers towards the Construction of Conducting Supramolecular Assembly"
M. Iyoda, and M. Hasegawa
Beilstein J. Org. Chem., 201511, 1596.

2014

"Molecular and Electronic Structure of Distannine-Fused Tetrathiafulvalene Dimer and Its Cationic Species"
M. Shirai, M. Hasegawa, H. Sato, and Y. Mazaki
Chem. Lett., 201443, 592.

"Multifunctional π-Expanded Macrocyclic Oligothiophene 6-Mers and Related Macrocyclic Oligomers"
M. Iyoda, K. Tanaka, H. Shimizu, M. Hasegawa, T. Nishinaga, T. Nishiuchi, Y. Kunugi, T. Ishida, H. Otani, H. Sato, K. Inukai, K. Tahara, and Y. Tobe
J. Am. Chem. Soc., 2014136, 2389.

“Chiroptical Properties and the Racemization of Pyrene and Tetrathiafulvalene-Substituted Allene: Substitution and Solvent Effects on Racemization in Tetrathiafulvalenylallene”
M. Hasegawa, S. Iwata, Y. Sone, J. Endo, H. Matsuzawa, and Y. Mazaki
Molecules 201419, 2829.

“Synthesis of a Trinuclear Tropolone-Palladium[II] Macrocycle and its C60 Inclusion Properties”
H. Otani, C. Sumi, H. Shimizu, M. Hasegawa, and M. Iyoda
Chem. Lett., 201443, 1710.

“Dimeric Tetrathiafulvalene Linked to pseudo-ortho-[2.2]Paracyclophane: Chiral Electrochromic Properties and Use as a Chiral Dopant”
K. Kobayakawa, M. Hasegawa, H. Sasaki, J. Endo, H. Matsuzawa, K. Sako, J. Yoshida, and Y. Mazaki
Chem. Asian J., 20149, 2751.

“Synthesis and Electronic Structure of Dicyanofulvene-Fused Electron Accepting Molecule Based on a 1,5-Dihydro-s-Indacene Framework”
Y. Endo, M. Hasegawa, T. Matsui, H. Yagi, S. Hino, and Y. Mazaki
Org. Lett., 201416, 5608.

2013

"Synthesis, Structures and Properties of [n]Dendralenes Substituted with Electron-Donating Groups"
M. Hasegawa, M. Watanabe, and Y. Misaki
J. Synth. Org. Chem., 201371, 1268.

"Electron Spectroscopy of Ultrathin Cycloalkane Films on Graphite (0001): Molecular Orbitals, Conformation, and Orientation"
S. Yamazaki, K. Matsumoto, H. Ozaki, O. Endo, K. Ogino, K. Tsuchiya, M. Hasegawa, and Y. Mazaki
Chem. Lett., 201342, 1048.

2012

“Synthesis and Electronic Structure of Highly Electron-accepting Radiaannulene and Its Reduced Species”
M. Hasegawa, Y. Takatsuka, Y. Kuwatani, and Y. Mazaki
Tetrahedron Lett., 201253, 5385.

”Face-to-Face Dimeric Tetrathiafulvalene and Their Cation Radical and Dication Species as Models of Mixed Valence and π-Dimer States”
M. Hasegawa, K. Daigoku, K. Hashimoto, H. Nishikawa, and M. Iyoda
Bull. Chem. Soc. Jpn., 201285, 51.
Selected as BCSJ Award Article

“Self-Assembly, Chromic Properties, and Nanostructure Formation of Tetrathiafulvalene-Fused Dodeca dehydro[18]annulenes”
H. Enozawa, T. Takahashi, T. Nishinaga, T. Kato, M. Hasegawa, and M. Iyoda
Bull. Chem. Soc. Jpn., 201285, 1120.

2011

"A New Class of Donor Molecules Having Strong Chiroptical Properties in Neutral and Doped States"
M. Hasegawa, S. Iwata, H. Matsuzawa, and Y. Mazaki
Org. Lett., 201113, 4688.

"Synthesis and Nanostructures of Cyclic Triphenylene Trimers Having Long Alkyl and Alkoxy Side Chains"
Y. Hanai, M. J. Rahman, J. Yamakawa, M. Takase, T. Nishinaga, M. Hasegawa, K. Kamada, and M. Iyoda
Chem. Asian J., 20116, 2940.

"Dimeric and Trimeric tetrathiafulvalenes with Strong Intramolecular interactions in the Oxidized States"
K. Nakamura, T. Takashima, T. Shirahata, S. Hino, M. Hasegawa, Y. Mazaki, and Y. Misaki
Org. Lett., 201113, 3122.

"Synthesis and Properties of New Trimeric and Tetrameric Tetrathiafulvalenes with Alternate Links"
K. Nakamura, T. Hashimoto, T. Shirahata, S. Hino, M. Hasegawa, Y. Mazaki, and Y. Misaki
Chem. Lett., 2011, 40, 883.