発表論文PUBLICATIONS

2024

Front Outside Cover:  
3-Perfluoroalkylated Fluorescent Coumarin Dyes: Rational Molecular Design and Photophysical Properties
A. Ikemura, Y. Karuo, Y. Uehashi, T. Agou, M. Ebihara, Y. Kubota, T. Inuzuka, M. Omote,* K. Funabiki*
Mol. Syst. Des. Eng.  (pdf)
"3-Perfluoroalkylated Fluorescent Coumarin Dyes: Rational Molecular Design and Photophysical Properties"
A. Ikemura, Y. Karuo, Y. Uehashi, T. Agou, M. Ebihara, Y. Kubota, T. Inuzuka, M. Omote,* K. Funabiki*
Mol. Syst. Des. Eng.  9, No. 4, 332-344 (2024) (pdf) (DOI:10.1039/D4ME00006D) (IF2022: 3.6)

2023

"Rapid and Dual Optical CO2-Responsive Polydimethylsiloxane Elastomer with Fluorinated Cyanine Dye"
R. Kani, Y. Miwa*, Y. Kubota, T. Inuzuka, S. Kutsumizu, K. Funabiki*
Chem. Asian. J.  18, No. 24, e20230170 (2023) (pdf) (DOI: /10.1002/asia.202300798) (IF2022: 4.1)

この論文が、Wileyの「Hot Topic: Fluorine Chemistry」で紹介されました。


"Diverse Synthesis of 2H-Isoindole-based Polycyclic Aromatic Compounds"
T. Kawazoe, H. Yanai,* Y. Hagiyama, K. Funabiki,* T. Matsumoto*
Chem. Eur. J.  29, No. 50, e20230170 (2023) (pdf) (DOI: /10.1002/chem.202301703) (IF2022: 4.3)

"Synthesis of Near-Infrared-Absorbing Anionic Heptamethine Cyanine Dyes with Trifluoromethyl Groups"
H. Masuoka, T. Inuzuka, Y. Kubota, K. Funabiki*
Molecules  Special Issue Insights for Organofluorine Chemistry, 28, No. 12, 4650-4650 (2023) (pdf) (DOI: /10.3390/molecules28124650) (IF2022: 4.9)

"Synthesis of Highly Photostable Benzoindolenine-Based Squaraine Dyes by using Aromatic Fluorine Atoms"
Y. Uehashi, S. Izawa, Y. Yamada, Y. Miwa, T. Inuzuka, Y. Kubota, M. Hiramoto, K. Funabiki*
ChemistrySelect 8, No. 12, e202300309 (2023) (pdf) (DOI: 10.1002/slct.202300309) (IF2022: 2.1)

"Vapochromism of Indolenine-based Heptamethine Cyanine Dye Adsorbed on Silica Gel"
M. Shibayama, Y. Uehashi, S. Ajioka, Y. Kubota, T. Inuzuka, K. Funabiki*
New J. Chem. 47, No.11, 5262-5269 (2023) (pdf) (DOI: 10.1039/D3NJ00060E)(IF2022: 3.3).

2022

"Aromatic Fluorine Atom-Induced Highly Amine-Sensitive Trimethine Cyanine Dye Showing Colorimetric and Ratiometric Fluorescence Change"
R. Kani, Y. Kubota, T. Inuzuka, K. Funabiki*
RSC Adv. 12, No.39, 25587-25592 (2022) (pdf) (DOI: 10.1039/D2RA04387D)(IF2021: 4.036).

Supplementary Cover:
 
"Design, Regioselective Synthesis, and Photophysical Properties of Perfluoronaphthalene-Based Donor–Acceptor–Donor Fluorescent Dyes"
K. Funabiki,* K. Yamada, Y. Arisawa, A. Watanabe, T. Agou, Y. Kubota, T. Inuzuka, Y. Miwa, T. Udagawa, S. Kutsumizu
J. Org. Chem.  (pdf).
"Design, Regioselective Synthesis, and Photophysical Properties of Perfluoronaphthalene-Based Donor–Acceptor–Donor Fluorescent Dyes"
K. Funabiki,* K. Yamada, Y. Arisawa, A. Watanabe, T. Agou, Y. Kubota, T. Inuzuka, Y. Miwa, T. Udagawa, S. Kutsumizu
J. Org. Chem. 87, No.17, 11751-11765 (2022) (pdf) (DOI: 10.1021/acs.joc.2c01446)(IF2021: 4.198).

  "Synthesis of 1-Trifluoromethylated Propargyl Alcohols by Two Successive Reactions of Cyclopentylmagnesium Bromide in a One-Pot Manner"
R. Kani, T. Inuzuka, Y. Kubota, K. Funabiki*
Asian J. Org. Chem. 7, 11, No. 2, e202100700 (2022) (pdf) (DOI: 10.1002/ajoc.202100700)(IF2021: 3.116).

"Photostability and Halochromic Properties of Near-Infrared Absorbing Anionic Heptamethine Cyanine Dyes "
Y. Arisawa, Y. Kubota, T. Inuzuka, K. Funabiki*
ChemistrySelect 7, No. 5, e20210421 (2022) (pdf) (DOI: 10.1002/slct.202104213) (IF2021: 2.307)

この論文が、Wileyの「Hot Topic: Fluorine Chemistry」で紹介されました。

この論文が、2022年 ChemsitrySelect の #TopDownloadedArticle に選出されました。

"Synthesis and Fluorescence Properties of Unsymmetrical 1,4-Dihydropyrrolo[3,2-b]pyrrole Dyes"
Y. Kubota,* K. Koide, Y. Mizuno, M. Nakazawa, T. Inuzuka, K. Funabiki, H. Sato, M. Matsui
New J. Chem.  46, No. 4,1533-1542 (2022) (pdf) (DOI: 10.1039/D1NJ04663B) (IF2021: 3.925)


2021

   "Synthesis of Near-infrared Absorbing and Fluorescent Bis(pyrrol-2-yl)squaraines and Their Halochromic Properties"
Y. Kubota,* M. Nakazawa, J. Lee, R. Naoi, M. Tachikawa, T. Inuzuka, K. Funabiki, M. Matsui, T. Kim
Org. Chem. Front. 8, No. 22, 6226-6243 (2021) (pdf) (DOI: 10.1039/D1QO01169C)(IF2020: 5.281).

Front Cover:  
Perfluorophenyl-Perfluorophenyl Stacking-Promoted Aggregation-Induced Emission Enhancement of Crystalline 5-Aryloxy-3H-indole
K. Funabiki,* K. Yamada, H. Matsueda, Y. Arisawa, T. Agou, Y. Kubota, T. Inuzuka, H. Wasada
Eur. J. Org. Chem. No. 9, 1305 (2021). (pdf) (DOI: 10.1002/ejoc.202100200).
"Perfluorophenyl-Perfluorophenyl Stacking-Promoted Aggregation-Induced Emission Enhancement of Crystalline 5-Aryloxy-3H-indole"
K. Funabiki,* K. Yamada, H. Matsueda, Y. Arisawa, T. Agou, Y. Kubota, T. Inuzuka, H. Wasada
Eur. J. Org. Chem. No. 9, 1344-1350 (2021) (pdf) (DOI: 10.1002/ejoc.202001638)(IF2020: 3.021).

Front Outside Cover:  
Highly Diastereo- and Enantioselective Organocatalytic Synthesis of Trifluoromethylated Erythitols Based on the in situ Generation of Unstable Trifluoroacetaldehyde
K. Funabiki,* T. Gotoh, R. Kani, T. Inuzuka, Y. Kubota
Org. Biomol. Chem.  (pdf)
"Highly Diastereo- and Enantioselective Organocatalytic Synthesis of Trifluoromethylated Erythitols Based on the in situ Generation of Unstable Trifluoroacetaldehyde"
K. Funabiki,* T. Gotoh, R. Kani, T. Inuzuka, Y. Kubota

Org. Biomol. Chem. 19, No. 29, 4487-4493 (2021). (pdf) (DOI: 10.1039/D0OB02067B)(IF2020: 3.876)

この論文が、RSCの「Synthetic methodology in OBC」に選出されました。

2020

"Relationship between Crystal Packing and Solid-State Fluorescence Quantum Yield in Pyrazine Monoboron Complex"
Y. Kubota,* Y. Haishima, K. Funabiki, M. Matsui
J. Jpn. Soc. Colour Mater. 特集号 “中部地区の新しい色材技術” 93, No. 9, 288-291 (2020) (pdf) (DOI: 10.4011/shikizai.93.288)
"含フッ素ボレートアニオンを有する芳香環フッ素化トリメチンシアニン色素の優れた耐光性"
Y. Uehashi, Y. Saito, Y. Kubota, T. Inuzuka, K. Funabiki*
J. Jpn. Soc. Colour Mater. 特集号 “中部地区の新しい色材技術” 93, No. 9, 274-279 (2020) (pdf) (DOI: 10.4011/shikizai.93.274)
"Amdigenol D, A Long Carbon-Chain Polyol, Isolated from the Marine Dinoflagellate Amphidinium Sp."
M. Matsuda, Y. Kubota, K. Funabiki, D. Uemura, T. Inuzukai*
Tetrahedron Lett. 61, No.14, 152376-152380 (2020)(pdf) (DOI: 10.1016/j.tetlet.2020.152376) (IF2019: 2.275)
Cover Feature: 
One‐Pot Successive Turbo Grignard Reactions for the Facile Synthesis of α‐Aryl‐α‐Trifluoromethyl Alcohols
R. Kani, T. Inuzuka, Y. Kubota, K. Funabiki*
Eur. J. Org. Chem. No.29, 4434 (2020) (pdf) (DOI:10.1002/ejoc.202001036) (IF2019: 2.889)
"One‐Pot Successive Turbo Grignard Reactions for the Facile Synthesis of α‐Aryl‐α‐Trifluoromethyl Alcohols"
R. Kani, T. Inuzuka, Y. Kubota, K. Funabiki*
Eur. J. Org. Chem. (Communication) No. 29, 4487-4493 (2020) (pdf) DOI:10.1002/ejoc.202000550) (IF2019: 2.889)
"Synthesis of Small Fluorescent Molecules and Evaluation of Photophysical Properties"
F. Ogawa, Y. Karuo, R. Yamazawa, K. Miyanaga, K. Hori, K. Tani, K. Yamada, Y. Saito, K. Funabiki, A. Tarui, K. Sato, K. Ito, K. Kawai, M. Omote*
J. Org. Chem. 85, No.2, 1253-1258 (2020) (pdf) (DOI: 10.1021/acs.joc.9b02857) (IF2018: 4.745)

2019

"One‐Pot and Reducible‐Functional‐Group‐Tolerant Synthesis of α‐Aryl‐ and α‐Heteroaryl‐α‐Trifluoromethyl Alcohols via Tandem Trifluoroacetylation and MPV Type Reduction"
K. Funabiki,* A. Hayakawa, R. Kani, T. Inuzuka, Y. Kubota
Eur. J. Org. Chem. No.34, 5978-5984 (2019) (pdf) (DOI: 10.1002/ejoc.201901049) (IF2018: 3.029)
"Thermo- and Photo-Stable Symmetrical Benzo[cd]indolenyl-Substituted Heptamethine Cyanine Dye Carrying a Tetrakis(pentafluorophenyl)borate That Absorbs Only Near-Infrared Light over 1000 nm"
K. Funabiki,* R. Yanagawa, Y. Kubota, T. Inuzuka
New J. Chem. 43, No. 19, 7491-7501 (2019) (pdf) (DOI: 10.1039/C9NJ00867E) (IF2017: 3.201)
"Aromatic Fluorine-Induced One-pot Synthesis of Ring-Perfluorinated Trimethine Cyanine Dye and Its Remarkable Fluorescence Properties"
K. Funabiki,* Y. Saito, T. Kikuchi, K. Yagi, Y. Kubota, T. Inuzuka, Y. Miwa, M. Yoshida, O. Sakurada, S. Kutsumizu
J. Org. Chem. 84, No.7, 4372-4380 (2019) (pdf) (DOI: 10.1021/acs.joc.9b00378) (IF2017: 4.805)

"Synthesis of Near-Infrared Absorbing and Fluorescing Thiophene-Fused BODIPY Dyes with Strong Electron-Donating Groups and Their Application in Dye-Sensitised Solar Cells"
Y. Kubota,* K. Kimura, J. Jin, K. Manseki, K. Funabiki, M. Matsui*
New J. Chem. 43, No.7, 1156-1165 (2019) (pdf) (DOI: 10.1039/C9NJ00867E) (IF2017: 3.201)

2018

"Novel indoline dye tetrabutylammonium carboxylates attached with a methyl group on the cyclopentane ring for dye-sensitized solar cells"
M. Matsui,* Y. Tsuzuki, Y. Kubota, K. Funabiki, T. Inuzuka, K. Manseki, S. Higashijima, H. Miura, H. Sato, T. Yoshida
Tetrahedron74, No. 40, 5867-5878 (2018) (pdf) (IF2017: 2.377).
"有機フッ素化合物の最新動向",
監修:今野勉
第3章 低分子機能性材料
4. フッ素置換基を活用した機能性色素の設計とその特性 (分担執筆:船曳一正)、p229-239.
"Application of indoline dyes attached with strongly electron-withdrawing carboxylated indan-1,3-dione analogues linked with a hexylthiophene ring to dye-sensitized solar cells"
M. Matsui,* N. Tanaka, K. Funabiki, Y. Haishima, K. Manseki, J. Jin, Y. Inoue, S. Higashijima, Y. Kubota
Tetrahedron74, No. 27, 3498-3506 (2018) (pdf). (IF2017: 2.377) 
"Wide-Range Near-Infrared Sensitizing 1H‑Benzo[c,d]indol-2-ylidene-Based Squaraine Dyes for Dye-Sensitized Solar Cells"
Y. Haishima, Y. Kubota,* K. Manseki, J. Jin, Y. Sawada, T. Inuzuka, K. Funabiki, M. Matsui*
J. Org. Chem. 83, No.8, 4389-4401 (2018) (pdf) (IF2017: 4.805).
"Convenient, functional group-tolerant, transition metal-free synthesis of aryl and heteroaryl trifluoromethyl ketones with the use of methyl trifluoroacetate"
K. Funabiki,* A. Hayakawa, T. Inuzuka
Org. Biomol. Chem. 16, No.6, 913-918 (2018) (pdf) (IF2016: 3.564).

2017

”新規蛍光色素を合成する取り組み”
窪田裕大
加工技術、10月号、8-15(繊維社)
"MCM-41-Supported Linear Alkylamine-Catalyzed In Situ Generation of Unstable Trifluoroacetaldehyde and Successive syn-Selective Direct Aldol Reaction with Cyclic Ketones"
K. Funabiki,* H. Nagaya, H. Gonda, Y. Sakaida, Y. Kubota, M. Matsui, Y. Kubota
ChemistrySelect 2, No.23, 6673-6682 (2017) (pdf).
"Application of indoline dyes having a carboxylated 1,3-indandione ring linked with thienyl or hexylthienyl ring to dye-sensitized solar cells"
M. Matsui,* R. Kimura, Y. Kubota, K. Funabiki, K. Manseki, J. Jin, A. Hansuebsai, Y. Inoue, S. Higashijima
Dyes Pigm, 147, 50-55 (2017) (pdf) (IF2015: 4.055).
"Synthesis and Fluorescence Properties of Novel Squarylium Boron Complexes"
Y. Kubota,* M. Tsukamoto, K. Ohnishi, J. Jin, K. Funabiki, M. Matsui*
Org. Chem. Front4, 1522-1527 (2017)  pdf (IF2015: 4.693).
"Cinchonine-catalyzed in situ generation of unstable and gaseous trifluoroacetaldehyde from its hemiacetal and direct aldol reaction with 2-methoxy-1-phenylethanone"
K. Funabiki,* Y. Yano, A. Hayakawa, T. Inuzuka, Y. Kubota, M. Matsui
J. Fluorine Chem198, 76-81 (2017), Special Issue in Bremen Fluorine Days 2016 (pdf) (IF2015: 2.213).
"Application of benz[c,d]indolenine-based unsymmetrical squaraine dyes to near-infrared dye-sensitized solar cells"
M. Matsui,* Y. Haishima, Y. Kubota, K. Funabiki, J. Jin, T. H. Kim, K. Manseki
Dyes Pigm141, 457-462 (2017) (pdf) (IF2015: 4.055). 
"UV-vis absorption and fluorescence spectra, solvatochromism, and application to pH sensors of novel xanthene dyes having thienyl and thieno[3,2-b]thienyl rings as auxochrome"
M. Matsui,* T. Yamamoto, K. Kakitani, S. Biradar, Y. Kubota, K. Funabiki
Dyes Pigm139, 533-540 (2017) (pdf) (IF2015: 4.055).

2016

"Survey, fluorescence spectra, and solubility of liquid cyanine dyes"
M. Matsui,* T. Yamamoto, Y. Kubota, K. Funabiki
New J. Chem.40, No. 12, 10187-10196 (2016) (pdf) (IF2015: 3.277).
"機能性色素の新規合成・実用化動向",
監修:松居正樹
【総論】第1章 機能性色素の現況 (松居正樹)、p2-11
【新規合成技術編】第4章 ホウ素錯体色素の開発 (分担執筆:窪田裕大)、p63-89
【新規合成技術編】第5章 シアニン色素の新展開 (分担執筆:船曳一正)、p90-103.
"Rational Molecular Design and Synthesis of Highly Thermo- and Photostable Near-Infrared-Absorbing Heptamethine Cyanine Dyes with the Use of Fluorine Atoms"
K. Funabiki,* K. Yagi, M. Ueta, M. Nakajima, M. Horiuchi, Y. Kubota, M. Mastui
Chem. Eur. J.22, No. 35, 12282-12285 (2016) (pdf) (IF2015: 5.771).
"Long-term stability of novel double rhodanine indoline dyes having one and two anchor carboxyl group(s) in dye-sensitized solar cells"
M. Matsui,* N. Tanaka, Y. Kubota, K. Funabiki, J. Jin, S. Higashijima, H. Miura, K. Manseki
RSC. Adv6, 33111-33119 (2016) (pdf). (IF2015: 3.289).
"Application of novel triarylmethane dyes having thienyl, thieno[3,2-b]thienyl, and dithieno[3,2-b:2',3'-d]thienyl rings as auxochromes to super acid pH sensors"
M. Matsui,* K. Kakitani, Y. Kubota, K. Funabiki, M. Ishida
RSC. Adv6, 16759-16765 (2016) (pdf). (IF2015: 3.289).
"Synthesis and Fluorescence Properties of Pyrimidine-Based Diboron Complexes with Donor–π–Acceptor Structures"
Y. Kubota,* K. Kasatani, T. Niwa, H. Sato, K. Funabiki, M. Matsui*
Chem. Eur. J.22, No. 5, 1816-1824 (2016) (pdf) (IF2015: 5.771).
"Liquid azo dyes"
S. Biradara, R. Kasugaia, H. Kanoha, H. Nagaoa, Y. Kubotaa, K. Funabikia, M. Shirob, M. Matsui*
Dyes Pigm125, No.1, 249-258 (2016) (pdf) (IF2015: 4.055).

2015

"A Direct, Concise, and Enantioselective Synthesis of 2-Substituted 4,4,4-Trifluorobutane-1,3-diols Based on the Organocatalytic In Situ Generation of Unstable Trifluoroacetaldehyde"
K. Funabiki,* Y. Furuno, Y. Yano, Y. Sakaida, Y. Kubota, M. Matsui
Chem. Asian. J10, No. 12, 2701-2707 (2015) (pdf) (IF2014: 4.587)
"Importance of fluorescence lifetimes for efficient indoline dyes in dye-sensitized solar cells"
M. Matsui,* R. Aoki, D. Nishiwaki, Y. Kubota, K. Funabiki, J. Jin, T. Yoshida, S. Higashijima, H. Miura
RSC. Adv5, 57721-57724 (2015) (pdf). (IF2014: 3.840)
"Synthesis, Absorption, and Electrochemical Properties of Quinoid-Type Bisboron Complexes with Highly Symmetrical Structures"
Y. Kubota,* T. Niwa, J. Jin, K. Funabiki, M. Matsui*
Org. Lett17, No. 12, 3174-3177 (pdf) (IF2014: 6.364)
船曳一正 分担執筆
フッ素化学入門 2015
フッ素化合物の合成法
(独)日本学術振興会・フッ素化学第155委員会 編
三共出版、東京、2015.
"Fluorescence properties of indolenium carbocyanine dyes in solid state"
M. Matsui,* S. Ando, M. Fukushima, T. Shibata, Y. Kubota, K. Funabiki
Tetrahedron71, No. 21, 3528-3534 (2015) (pdf) (IF2014: 2.641).
"Improvement of the thermal stability of near-infrared-absorbing heptamethinecyanine dyes by anion-exchange from an iodide to fluorine-containing anions"
K. Funabiki,* K. Yagi, M. Nomoto, Y. Kubota, M. Matsui
J. Fluorine Chem. 174, 132-136 (2015), a Special Issue of ICFC2014 Tokyo (pdf) (IF2014: 1.948).
"Asymmetric synthesis of (αS)-polyfluoroalkylated N-Boc-prolinols by the diethyl zinc-induced asymmetric Meerwein-Ponndorf-Verley reduction of perfluoroalkyl N-Boc-pyrrolidyl ketones" 
K. Funabiki,* H. Iwata, Y. Yano, Y. Kubota, M. Matsui
Org. Chem. Front. 2, 369-371 (2015), From themed collection Celebrating the 80th Birthday of Professor Ei-ichi Negishi, (pdf).
"Strategy to enhance solid-state fluorescence and aggregation-induced emission enhancement effect in pyrimidine boron complexes" 
Y. Kubota,* K. Kasatani, H. Takai, K. Funabiki, M. Matsui*
Dalton Trans.44, No. 7, 3326-3341 (2015) (pdf) (IF2014: 4.197).
"Preparation and properties of silicate particles covalently bonded with phenolphthalein" 
M. Matsui,* C. Mizuno, Y. Ono, Y. Kubota, K. Funabiki, Y. Takahashi
Dyes Pigm.113, 274-279 (2015) (pdf) (IF2014: 3.966).

2014

Effects of the alkyl group in (dialkylamino)perfluorophenazines on the melting point and fluorescence properties"
S. Biradar, Y. Shigemitsu, Y. Kubota, K. Funabiki, H. Sato, M. Matsui*
RSC. Adv4, No. 103, 59387-59396 (2014) (pdf). (IF2013: 3.708)
"Liquid 2-Pyridinium Styryl Dyes having Oxaalkyl Units"
M. Matsui,* Y. Kubota, K. Funabiki
J. Jpn. Soc. Colour Mater. 87, No.6, 187-191 (2014) (pdf). 
"Commercially available simple ionic liquids-promoted dehydrative carbon–carbon bond-forming reaction of diarylmethanols and triarylmethanols with pyrroles, thiophene, furan and indoles"
K. Funabiki,* T. Komeda, K. Nishikawa, K. Yamada, Y. Kubota, M. Matsui
Tetrahedron 70, No. 48, 9245-9252 (2014) (pdf). (IF2013: 2.817).
"Solvatochromic Fluorescence Properties of Pyrazine–Boron Complex Bearing a β-Iminoenolate Ligand"
Y. Kubota,* Y. Sakuma, K. Funabiki, M. Matsui*
J. Phys. Chem. A 118, No. 38, 8717-8729 (2014) (pdf) (IF2013: 2.775).
"Performance of new singlerhodanineindolinedyesinzincoxide
dye-sensitized solar cell"
M. Matsui,* N. Tanaka, Y. Ono, Y. Kubota, K. Funabiki, J. Jin, T. Inuzuka, T. Yoshida, S. Higashijima, H. Miura
Sol. Energy Mater. Sol. Cells 128, 313-319 (2014) (pdf) (IF2013: 5.030).
"Low Melting-Point 2-Pyridinium Styryl Dyes"
M. Matsui,* Y. Kubota, K. Funabiki
J. Jpn. Soc. Colour Mater87, No.1, 3-12 (2014) (pdf).
"Tetrazole thiolate/disulfide organic redox couples carrying long alkyl groups in dye-sensitized solar cells with Pt-free electrodes"
K. Funabiki,* Y. Saito, M. Doi, K. Yamada, Y. Yoshikawa, K. Manseki, Y. Kubota, M. Matsui
Tetrahedron, Symposia-in-Print,“Nanotek for Organic Synthesis and Organic Synthesis for Nanotek”, 70, No. 36, 6312-6317 (2014) (pdf). (IF2013: 2.817)
 
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