論文

査読付原著論文

Facile generation and reaction of densely trifluoromethylated alkyl radicals by dual photoredox and acid catalysis
Takashi Koike, Hina Taguchi, Kaori Hirota, Shota Kiyatake, Naohiro Tatara, Yoshihito Kayaki, Airi Yamaguchi, Tomoko Yajima, Chem. Commun., 2026

10.1039/D6CC00475J

Phloxine B-Catalyzed Visible-Light-Induced Perfluoroalkylation of Phenols
Chikako Sato, Airi Yamaguchi, Haruko Shibata, Yuka Katsuno, Tadashi Kanbara and Tomoko Yajima, J. Org. Chem., 2025, 90, 8434-8438.

https://doi.org/10.1021/acs.joc.5c00903

Photoinduced Reaction of Diiodoperfluoroalkanes with Aromatic Compounds: Divergent Synthesis of Two Product Types
Airi Yamaguchi, Tamako Nakamura, Haruko Shibata, Tadashi Kanbara and Tomoko Yajima, Eur. J. Org. Chem., 2025, 00, e202500295

https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/ejoc.202500295


Bayesian optimization assisted screening conditions for visible light-induced hydroxy-perfluoroalkylation
Koto Tagami, Masaru Kondo, Shinobu Takizawa, Nobuyuki Mase and Tomoko Yajima, Journal of Fluorine Chemistry, 2024, 276, 110294

https://doi.org/10.1016/j.jfluchem.2024.110294


10-Phenylphenothiazine-Organophotocatalyzed Bromo-Perfluoroalkylation of Unactivated Olefins
Koto Tagami, Moeko Nakayama, Tadashi Kanbara, Dominique Cahard and Tomoko Yajima, J. Org. Chem., 2024

https://doi.org/10.1021/acs.joc.4c00470



Nitroxide-Mediated Controlled Radical Copolymerization of α-Trifluoromethylstyrenes with Styrenes
Tadashi Kanbara, Yuriko Ito, Airi Yamaguchi and Tomoko Yajima, Molcules, 2024, 29, 1214

https://doi.org/10.3390/molecules29061214

Voltammetric Studies on the Reduction Potentials of Perfluoroalkyl Halides and Their Analogous Compounds
Airi YAMAGUCHI, Naoki SHIDA, Mahito ATOBE, and Tomoko YAJIMA, Electrochemistry, 2023, 91, 112016

https://doi.org/10.5796/electrochemistry.23-67111

Hydroxy- and Hydro-Perfluoroalkylation of Styrenes by Controlling the Quenching Cycle of Eosin Y
Haruko Shibata, Moeko Nakayama, Koto Tagami , Tadashi Kanbara and Tomoko Yajima, Molecules, 2023, 28, 7577

https://doi.org/10.3390/molecules28227577

Halogen-Bond-Promoted Hydroxyperfluoroalkylation of Olefins with Molecular Oxygen under Visible-Light Irradiation
Koto Tagami, Tomoko Yajima, Asian J. Org. Chem. 2023, 12, e202300273.

https://doi.org/10.1002/ajoc.202300273


Development of Electrophilic Radical Perfluoroalkylation of Electron-Deficient Olefins
Koto Tagami, Tomoko Yajima, Chem. Rec., 2023, 23, e20230037

https://doi.org/10.1002/tcr.202300037

Amine-catalyzed Synthesis of Fluorine-containing Polymers through Halogen Bonding
Tadashi Kanbara, Mizuki Arase, Miyu Tanaka, Airi Yamaguchi, Koto Tagami, Prof. Dr. Tomoko Yajima, Asian J. Chem., 2023, e202300035
https://onlinelibrary.wiley.com/doi/10.1002/asia.202300035

Metal-free visible-light-induced hydroxyperfluoroalkylation of conjugated olefins using enamine catalyst
Koto Tagami, Yu Ofuji, Tadashi Kanbara and Tomoko Yajima, RSC Adv. 2022,12, 32790-32795 

https://doi.org/10.1039/D2RA06679C

Eosin Y‑Catalyzed Visible-Light-Induced Hydroperfluoroalkylation of Electron-Deficient Alkenes: Satsuki Shigenaga, Haruko Shibata, Koto Tagami, Tadashi Kanbara, and Tomoko Yajima, J. Org. Chem. 2022, 87, 14923-14929. https://doi.org/10.1021/acs.joc.2c01827

Radical cyclization reaction of iodine containing fluoroolefines: Yu Ofuji, Tadashi Kanbara, Tomoko Yajima, J. Fluorine Chem. 247 (2021) 109805.

https://doi.org/10.1016/j.jfluchem.2021.109805

Synthesis of perfluoroalkylene oligo(ethylene glycol) alternative polymer via photoinduced polyaddition: Manami Shinmen, Kana Sasahara, Saki Nakamura, Tadashi Kanbara, Tomoko Yajima, J. Fluorine Chem. 229 (2020) 109417.https://doi.org/10.1016/j.jfluchem.2019.109417

Visible Light-Induced Radical Iodoperfluoroalkylation of Unactivated Olefins Cooperatively Catalyzed by Enamines and Amines; Tomoko Yajima, Mao Murase, Yu Ofuji, Eur. J. Org. Chem. 2020, 3808–3811.https://doi.org/10.1002/ejoc.201901896

Metal-Free Visible Light Hydroperfluoroalkylation of Unactivated Alkenes Using Perfluoroalkyl Bromides; Tomoko Yajima, Satsuki Shigenaga, Org. Lett. 2019, 21, 138-141. https://doi.org/10.1021/acs.orglett.8b03596

Fluorine-Containing Dibenzoanthracene and Benzoperylene-Type Polycyclic Aromatic Hydrocarbons: Synthesis, Structure, and Basic Chemical Properties; Otohiro Gotsu, Tomomi Shiota, Hiroki Fukumoto*, Tomoko Kawasaki-Takasuka, Takashi Yamazaki, Tomoko Yajima, Tomohiro Agou*, Toshio Kubota*; Molecules 2018, 23, 3337 https://doi.org/10.3390/molecules23123337

Metal-free visible-light synthesis of quaternary α-perfluoroalkyl aldehydes via an enamine intermediate; Haruna Matsui, Mao Murase Tomoko Yajima; Org. Biomol. Chem., 2018, 16, 7120-7123.

https://doi.org/10.1039/C8OB02058B

Synthesis of Chiral Fluorinated Amino Acids by Eosin Y Catalyzed Perfluoroalkyl Radical Addition to Dehydroamino Acids Tomoko Yajima*, Mako Ikegami Fluorine Notes, 2018, 121, 1-10 http://dx.doi.org/10.17677/fn20714807.2018.06.01

Unusual Molecular and Supramolecular Structures of Chiral Low Molecular Weight Organogelator with Long Perfluoroalkyl Chains; Toshiyuki Sasaki, Akiko Egami, Tomoko Yajima, Hidehiro Uekusa, and Hisako Sato; Cryst. Growth Des. 2018, 18 (7), 4200-4205 https://doi.org/10.1021/acs.cgd.8b00779

Stereochemical Effects on Dynamics in Two-component Systems of Gelators with Perfluoroalkyl and Alkyl Chains as Revealed by Vibrational Circular Dichroism Quick View Other Sources; Hisako Sato, Tomoko Yajima, Akihiko Yamagishi; Phys. Chem. Chem. Phys. 2018, 20, 3210-3215

https://doi.org/10.1039/C7CP06264H

Two-dimensional Arrays of Helical Rods as a Precursor of Gel Fibrils; Hisako Sato, Akihiko Yamagishi, Kenji Tamura, Tomoko Yajima; Chem. Lett. 2017, 46, 1679-1682 https://doi.org/10.1246/cl.170774

Chiral phosphorescent probes for amino acids: hybrids of iridium(III) complexes with synthetic saponite; *Hisako Sato, Kenji Tamura, Tomoko Yajima, Fumi Sato and Akihiko Yamagishi; New J. Chem., 2017, 41, 2780-2785. https://doi.org/10.1039/C6NJ03777A

Metal-Free Visible-Light Radical Iodoperfluoroalkylation of Terminal Alkenes and Alkynes; Tomoko Yajima*, Mako Ikegami; Eur. J. Org. Chem., 2017, 15, 2126-2129.  https://doi.org/10.1002/ejoc.201700077

Synthesis of perfluoroalkylated pentacenes and evaluation of their fundamental physical properties; Shigeyuki Yamada, Keita Kinoshita, Shota Iwama, Takashi Yamazaki,* Toshio Kubota, Tomoko Yajima, Kyoko Yamamoto, Shinya Tahara; Org. Biomol. Chem., 2017, 15, 2522-2535.

https://doi.org/10.1039/C7OB00043J

Photoinduced Double Perfluoroalkylation of Methylacenes; Emiko Nogami, Yuri Washimi, Takashi Yamazaki, Toshio Kubota, Tomoko Yajima*; Tetrahedron Lett., 2016, 57, 2624-2627.

https://doi.org/10.1016/j.tetlet.2016.05.001

Helical Inversion of Gel Fibrils by Elongation of Perfluoroalkyl Chains as Studied by Vibrational Circular Dichroism; Hisako Sato*, Tomoko Yajima, Akihiko Yamagishi; Chirality, 2016, 316-319.

https://doi.org/10.1002/chir.22592

Chiroptical Studies on Supramolecular Chirality of Molecular Aggregates; Hisako Sato*, Tomoko Yajima, Akihiko Yamagishi; Chirality, 2015, 27(10), 659-666. https://doi.org/10.1002/chir.22482

Perfluorinated gelators for solidifying fluorous solvents: effects of chain length and molecular chirality; Tomoko Yajima*, Erika Tabuchi, Emiko Nogami, Akihiko Yamagishi, Hisako Sato*; RSC Adv. 2015, 5, 80542-80547.

https://doi.org/10.1039/C5RA12656H

Stereochemical Investigation of the Products of the Photoinduced Perfluoroalkylation-Dimerization of Anthracene; Emiko Nogami, Takashi Yamazaki, Toshio Kubota, Tomoko Yajima*; J. Org. Chem. 2015, 80, 9208-9213. https://doi.org/10.1021/acs.joc.5b01655 

Facile synthetic protocols for perfluoroalkyl-substituteddiazapentaphenes; Shigeyuki Yamada, Shota Iwama, Keita Kinoshita, Takashi Yamazaki*, Toshio Kubota, Tomoko Yajima; Tetrahedron; 2014, 70, 6749-6756. https://doi.org/10.1016/j.tet.2014.07.069

An Intermediate State in Gelation as Revealed by Vibrational Circular Dichroism Spectroscopy; Hisako Sato*, Tomoko Yajima, Akihiko Yamagishi; RSC Adv.; 2014, 4, 25867-25870.

https://doi.org/10.1039/C4RA02526A

Terminal Effects on Gelation by Low Molecular Weight Chiral Gelators; Hisako Sato*, Emiko Nogami, Tomoko Yajima, Akihiko Yamagishi; RSC Adv.; 2014, 4, 1659-1665. https://doi.org/10.1039/C3RA44070B

Diastereoselective radical addition to γ-alkyl-α-methylene-γ-butyrolactams and the synthesis of a chiral pyroglutamic acid derivative; Tomoko Yajima*, Eriko Yoshida, Masako Hamano; Beilstein J. Org. Chem.; 2013, 9, 1432-1436.

https://doi.org/10.3762/bjoc.9.161

Development of novel synthetic routes to bis(perfluoroalkyl)-substituted anthracene derivatives; Shigeyuki Yamada, Keita Kinoshita, Shota Iwama, Takashi Yamazaki*, Toshio Kubota and Tomoko Yajima; RSC Adv., 2013, 3, 6803-6806. https://doi.org/10.1039/C3RA40974K

Photoinduced Radical Hydroperfluoroalkylation and the Synthesis of Fluorinated Amino Acids and Peptides; Tomoko Yajima*, Kanako Yamaguchi, Rie Hirokane, Emiko Nogami; J. Fluor. Chem., 2013, 150, 1-7. https://doi.org/10.1016/j.jfluchem.2013.02.019

Photoinduced Addition and Addition–Elimination Reactions of Perfluoroalkyl Iodides to Electron-deficient Olefins; Tomoko Yajima*, Ishrat Jahan, Takayuki Tonoi, Manami Shinmen, Aya Nishikawa, Kanako Yamaguchi, Izumi Sekine, Hajime Nagano; Tetrahedron, 2012, 68, 6856-6861. https://doi.org/10.1016/j.tet.2012.06.028

Promotion effects of optical antipodes on the formation of helical fibrils: chiral perfluorinated gelators; Kazuhiro Kohno, Kazuya Morimoto, Naoko Manabe, Tomoko Yajima, Akihiko Yamagishi*, Hisako Sato*; Chem. Comm., 2012, 48, 3860-3862.

https://doi.org/10.1039/C2CC18164A

Molecular Origin for Helical Winding of Fibrils Formed by Perfluorinated Gelators; Hisako Sato*, Tomoko Yajima, Akihiko Yamagishi; Chem. Comm., 2011, 47, 3736-3738. https://doi.org/10.1039/C0CC05802E

Direct Racemic Mixture Synthesis of Fluorinated Amino Acids by Perfluoroalkyl Radical Addition to Dehydroamino Acids Terminated by Asymmetric Protonation; Tomoko Yajima*, Takayuki Tonoi, Hajime Nagano, Yuichi Tomita, Koichi Mikami*; Eur. J. Org. Chem., 2010, 2461-2464.

https://doi.org/10.1002/ejoc.201000017

Crystal structure of ethanolato-dibenzoylmethanato-(R,R-dibenzoylstilbene-diamine)-nitratonickel(II), Ni(C2H5OH)(C15H11O2)(C28H26N2)(NO3); Keiko Miyamoto, Tomoko Yajima, Ernst Horn*, Yutaka Fukuda; Z. Kristallogr. NCS, 2010, 225(1), 161-163. https://doi.org/10.1524/ncrs.2010.0070

Highly cis- and trans-selective alkyl radical addition to a-methylene-g-phenyl-g- butyrolactams; Tomoko Yajima*, Masako Hamano, Hajime Nagano*; Tetrahedron Lett., 2009, 50, 1301-1302.

Fluorous substituent-based enantiomer and diastereomer separation: orthogonal use of HPLC columns for the synthesis of nonproteinogenic polyfluoro amino acids and peptides; Takayuki Tonoi, Aya Nishikawa, Tomoko Yajima*, Hajime Nagano, Koichi Mikami*; Eur. J. Org. Chem., 2008, 1331-1335.

Photoinduced diastereoselective addition of perfluoroalkyl iodides to acrylic acid derivatives for the synthesis of fluorinated amino acids; Tomoko Yajima*, Hajime Nagano; Org. Lett., 2007, 9 (13), 2513-2515.

Crystal structure of aqua(benzoylacetonato)(R,R-dibenzylstilbene-diamine)(nitrato)nickel(II) ethanol disolvate, Ni(H2O)(C10H10O2)(C28H28N2)(NO3)・1.9C2H5OH; Keiko Miyamoto, Tomoko Yajima, Ernst Horn*, Yutaka Fukuda; Z. Kristallogr. NCS, 2007, 222(3), 243-245.

Radical-mediated hydroxyalkylation of a,b-unsaturated esters; Tomoko Yajima, Chiaki Saito, Hajime Nagano*; Tetrahedron, 2005, 61, 10203-10215.

Substituent effect on the diastereoselectivity in the chelation-controlled radical reactions of g-(p-substituted-benzyloxy)-a-methylene esters with alkyl iodides; Tomoko Yajima, Kyoko Okada, Hajime Nagano*; Tetrahedron, 2004, 60, 5683-5693.

Radical-mediated hydroxytrifluoromethylation of a,b-unsaturated esters; Tomoko Yajima, Hajime Nagano*, Chiaki Saito; Tetrahedron Lett., 2003, 44, 7027-7029.

Stereoselectivity in the formation and radical reduction of cyclic bromoacetals, key intermediates for the synthesis of d-hydroxy- and e-hydroxy-a-methylcarboxylic acid esters; Hajime Nagano*, Ayako Mikami, Tomoko Yajima; Tetrahedron Lett., 2003, 44, 6867-6870.

Remote substituent effect favoring the formation of syn-adducts in the chelation controlled radical reactions of g-benzyloxy-a-methylenecarboxylic acid esters; Hajime Nagano*, Hisako Ohkouchi, Tomoko Yajima; Tetrahedron, 2003, 59, 3649-3663.

Origins of stereoselectivity in the chelation-controlled addition of alkyl radicals to a-methylene-g-oxycarboxylic acid esters; Hajime Nagano*, Satoko Toi, Mikako Matsuda, Tamano Hirasawa, Satomi Hirasawa, Tomoko Yajima; J. Chem. Soc., Perkin Trans.1, 2002, 2525-2538.

Stereoselective synthesis of 24-alkyl-22-hydroxysterols based on chelation-controlled radical reactions; Hajime Nagano*, Mikako Matsuda, Tomoko Yajima; J. Chem. Soc., Perkin Trans.1, 2001, 174-182.

Stereoselective transannular radical cyclization of unsaturated cyclic iodoacetals yielding medium-sized carbocycles; Hajime Nagano*, Asako Tada, Yuko Isobe, Tomoko Yajima; Synlett, 2000, 1193-1195.

Chelation-controlled 1,3-asymmetric induction in the radical addition-allylation reactions of 4-hydroxyand 4-alkoxy-2-methylenecarboxylic esters; Hajime Nagano*, Tamano Hirasawa, Tomoko Yajima; Synlett, 2000, 1073-1075.

Tandem 5-exo-dig-5-exo-trig radical cyclization leading to a 6,5-ring fused carbocycle possessing two contiguous quaternary carbons at the bridgehead and its adjacent positions; Hajime Nagano*, Yohko Ohtani, Eiko Odake, Junko Nakagawa, Yukie Mori, Tomoko Yajima; J. Chem. Res., Synop., 1999, 338-339.

Chelation-controlled 1,3-asymmetric induction in radical addition to g-hydroxy- and g-alkoxy-a-methylene carboxylic esters; Hajime Nagano*, Satoko Toi, Tomoko Yajima; Synlett, 1999, 53-54.

Tandem (domino) and two-directional asymmetric catalysis of carbonyl-ene reaction with fluoral: Fluoral-ene approach to modeling of inter-smectic layer interaction of antiferroelectric liquid crystals; Koichi Mikami*, Tomoko Yajima, Nasakul Siree, Masahiro Terada, Yoshiichi Suzuki, Yoichi Takanishi, Hideo Takezoe*; Synlett, 1999, 1895-1898.

Spontaneous enantiomeric resolution in a fluid smectic phase of a racemate; Yoichi Takanishi, Hideo Takezoe*, Yoshiichi Suzuki, Ichiro Kobayashi, Tomoko Yajima, Masahiro Terada, Koichi Mikami*; Angew. Chem. Int. Ed., 1999, 38, 2354-2356.

Asymmetric imine-ene reactions: Diastereofacial selective reactions with chiral glyoxylate-derived a-imino esters and asymmetric catalysis of enantiofacial selective reactions with prochiral a-imino esters; Koichi Mikami, Tomoko Yajima, Masami Kaneko; Amino Acids, 1998, 14, 311-318.

Direct transition from SA to antiferroelectric, ferroelectric or unknown phases of diastereomeric liquid-crystalline molecules with varying enantiomeric purities; Koichi Mikami*, Tomoko Yajima, Masahiro Terada, Yoshiichi Suzuki, Ichiro Kobayashi; J. Chem. Soc. Chem. Commun., 1997, 57-58.

Binaphthol-titanium complex-catalyzed fluoral-ene reaction with vinyl sulfides for asymmetric synthesis of diastereomeric a-trifluoromethyl-b-methyl carbinols: Diastereomer switch of antiferroelectric or ferroelectric properties of diastereomeric liquid-crystalline systems; Koichi Mikami*, Tomoko Yajima, Nasakul Siree, Masahiro Terada, Yoshiichi Suzuki, Ichiro Kobayashi; Synlett, 1996, 837-838.

Diastereotropic phenomena for the appearance of SmCA* phase in a-trifluoromethyl -b-methyl-substituted liquid crystalline molecules; Koichi Mikami*, Tomoko Yajima, Masahiro Terada, Susumu Kawauchi, Yoshiichi Suzuki, Ichiro Kobayashi; Chem. Lett., 1996, 861-862.

Asymmetric catalysis of carbonyl-ene and aldol reactions with fluoral by chiral binaphthol-derived titanium complex; Koichi Mikami*, Tomoko Yajima, Tsuyoshi Takasaki, Satoru Matsukawa, Masahiro Terada, Tadafumi Uchimaru, Masamichi Maruta; Tetrahedron, 1996, 52, 85-98.

Diastereoselective and enantioselective catalysis of the carbonyl-ene reaction with fluoral; Koichi Mikami*, Tomoko Yajima, Masahiro Terada, Etsuko Kato, Masamichi Maruta; Tetrahedron: Asymmetry, 1994, 5, 1087-1090.

Asymmteric catalysis of ene-type reaction with fluoral by chiral titanium complex: A semi-empirical and Ab-initio analysis of ene reactivity; Koichi Mikami*, Tomoko Yajima, Masahiro Terada, Tadahumi Uchimaru; Tetrahedron Lett., 1993, 34, 7591-7594.

Asymmetric imine-ene reactions with chiral glyoxylate-derived a-imino esters: an efficient route to asymmetric synthesis of a-amino acids; Koichi Mikami*, Masami Kaneko, Tomoko Yajima; Tetrahedron Lett., 1993, 34, 4841-4842.