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The Sakurai Group

Area of Physical Organic
Chemistry Course of
Materials Chemistry,
Division of Applied Chemistry,
Graduate School of Engineering,
Osaka University.2-1 Yamadaoka,
Suita, Osaka 565-0871, Japan

Tel: +81-6-6879-4592
Fax: +81-6-6879-4593
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Previous Studies of Dr. Naohiko IKUMA

Previous Studies of Dr. Naohiko IKUMA

"Oxidative Deamination of Azafulleroids into C60 by Peracids",
N. Ikuma, K. Fujioka, Y. Misawa, K. Kokubo, T. Oshima,
Org. Biomol. Chem. 2015, 13, 5038-5043.
"Spiro-1,3-Dioxolanofullerenes with Low-Lying LUMO Level for Organic Solar Cells",
T. Mikie, A. Saeki, N. Ikuma, K. Kokubo, S. Seki,
Chem. Lett. 2015, 44, 282-384.
"New Efficient (Thio)acetalized Fullerene Monoadducts for Organic Solar Sells: Characterization Based on Solubility, Mobility Balance, and Dark Current",
T. Mikie, A. Saeki, H. Masuda, N. Ikuma, K. Kokubo, S. Seki,
J. Mater. Chem. A 2015, 3, 1152-1157.
"Synthesis of Pyrrolidinofullerenes via Single Electron Transfer Reaction of Aryldienamines with C60",
N. Ikuma, H. Yamamoto, K. Kokubo, T. Oshima,
Heterocycles 2015, 90, 1168-1178.
"Dramatic Mechanistic Change in Acid-Catalyzed Arylation of Azafulleroids Depending on their Ambident N/C Basicity: Formation of Cyclopentene Centered Pentakisadduct",
N. Ikuma, Y. Doi, K. Fujioka, T. Mikie, K. Kokubo, T. Oshima,
Chem. Asian J. 2014, 9, 3084-3088.
"Exploring Photovoltaic Feasibility of Pentaaryl [60]Fullerene in Bulk Heterojunction Architecture",
T. Mikie, A. Saeki, N. Ikuma, K. Kokubo, S. Seki,
J. Photopolym. Sci. Technol. 2014, 27, 553-556.
"Unexpected [3 + 2] Cycloaddition of Diphenyldienamine with C60 via Single Electron Transfer and Hydrogen Shift of the Radical Cation Intermediate",
N. Ikuma, H. Yamamoto, K. Kokubo, T. Oshima,
Chem. Lett. 2014, 43, 1648-1650.
"Kinetic Study of the Diels−Alder Reaction of Li+@C60 with Cyclohexadiene: Greatly Increased Reaction Rate by Encapsulated Li+",
H. Ueno, H. Kawakami, Koji Nakagawa, H. Okada, N. Ikuma, S. Aoyagi, K. Kokubo, Y. Matsuo, T. Oshima,
J. Am. Chem. Soc. 2014, 136, 11162-11167.
"First Synthesis and Aggregation Behaviour of Periconjugated Triazoliumfullerene",
N. Ikuma, S. Inaba, K. Kokubo, T. Oshima,
Chem. Commun. 2014, 50, 581-583.
"Magic Number Effect on Cluster Formation of Polyhydroxylated Fullerenes in Water−alcohol Binary Solution",
Y. Nakamura, H. Ueno, K. Kokubo, N. Ikuma, T. Oshima,
J Nanopart. Res. 2013, 15, 1755.
"Ionic Conductivity of [Li+@C60](PF6) in Organic Solvents and its electrochemical reduction to Li+@C60?",
H. Ueno, K. Kokubo, Y. Nakamura, K. Ohkubo, N. Ikuma, H. Moriyama, S. Fukuzumi, T. Oshima,
Chem. Commun. 2013, 49, 7376-7378.
"Synthesis and Characterization of New Acetalized [60]Fullerenes",
K. Kokubo, H. Masuda, N. Ikuma, T. Mikie, T. Oshima,
Tetrahedron Lett. 2013, 3510-3513.
"Influence of Applied Electric Fields on the Positive Magneto-LC Effects Observed in the Ferroelectric Liquid Crystalline Phase of a Chiral Nitroxide Radical Compound",
K. Suzuki, Y. Uchida, R. Tamura, Y. Noda, N. Ikuma, S. Shimono, J. Yamauchi,
Soft Matter 2013, 9, 4687-4692.
"Synthesis of a New Class of Fullerene Derivative Li+@C60O(OH)7 as a ‘Cation-Encapsulated Anion Nanoparticle’",
H. Ueno, K. Kokubo, E. Kwon, Y. Nakamura, N. Ikuma, T. Oshima,
Nanoscale 2013, 5, 2317-2321.
"Facile and Exclusive Formation of Aziridinofullerenes by Acid-catalyzed Denitrogenation of Triazolinofullerenes",
N. Ikuma, T. Mikie, Y. Doi, Koji Nakagawa, K. Kokubo, T. Oshima,
Org. Lett. 2012, 14, 6040−6043.
"Synthesis of a Lithium-encapsulated Fullerenol and the Effect of the Internal Lithium Cation on its Aggregation Behavior",
H. Ueno, Y. Nakamura, N. Ikuma, K. Kokubo, T. Oshima,
Nano Res. 2012, 5, 558-564.
"Versatile Domino Rearrangement of Diphenylhomobenzoquinone Epoxides Induced by CF3SO3H",
H. Asahara, S. Matsui, Y. Masuda, N. Ikuma, T. Oshima,
Eur. J. Org. Chem. 2012, 3916-3919.
"Regioselective Electrophilic Addition vs Epoxidation of mCPBA towards anti-Bredt Olefin of Fulleroid",
N. Ikuma, S. Sumioka, H. Asahara, T. Oshima,
Tetrahedron Lett. 2012, 53, 3581-3584.
"First Kinetic Evidence for the CH/π and π/π Solute-Solvent Interaction of C60 in Diels−Alder Reaction with Cyclohexadiene",
T. Oshima, T. Mikie, N. Ikuma, H. Yakuma,
Org. Biomol. Chem. 2012, 10, 1730-1734.
"Electric Field Dependence of Molecular Orientation and Anisotropic Magnetic Interactions in the Ferroelectric Liquid Crystalline Phase of an Organic Radical Compound by EPR Spectroscopy",
K. Suzuki, Y. Uchida, R. Tamura, Y. Noda, N. Ikuma, S. Shimono, J. Yamauchi,
Adv. Sci. Tech. 2012, 82, 50−54.
"Notably Enhanced Reactivity of anti-Bredt Double Bond of Fulleroids in Diels−Alder Reaction",
N. Ikuma, Y. Susami, T. Oshima,
Eur. J. Org. Chem. 2011, 6452-6458.
"Thermal [2 + 2] Cycloaddition of Morpholinoenamines with C60 via a Single Electron Transfer",
T. Mikie, H. Asahara, K. Nagao, N. Ikuma, K. Kokubo, T. Oshima,
Org.Lett. 2011, 13, 4244-4247.
"Anisotropic and Inhomogeneous Magnetic Interactions Observed in All-Organic Nitroxide Radical Liquid Crystals",
Y. Uchida, K. Suzuki, R. Tamura, N. Ikuma, S. Shimono, Y. Noda, J. Yamauchi,
J. Am. Chem. Soc. 2010, 132, 9746-9752.
"Kinetics and Regioselectivity in Diels−Alder Reaction of Fulleroids vs Methanofullerene and C60",
N. Ikuma, Y. Susami, T. Oshima,
Org. Biomol. Chem. 2010, 8, 1394-1398.
"Kinetic Evidence for Dihapto (η2) π-Aryl Participation in Acid-Catalyzed Ring Opening of Diarylhomobenzoquinone Epoxides",
H. Asahara, K. Saito, N. Ikuma, T. Oshima,
J. Org. Chem. 2010, 75, 733-740.
"Preparation and Ferroelectric Properties of New Chiral Liquid Crystalline Organic Radical Compounds",
N. Ikuma, K. Suzuki, Y. Uchida, R. Tamura, Y. Aoki, H. Nohira,
Heterocycles 2010, 80, 527-535.
"Preparation and Properties of C2-Symmetric Organic Radical Compounds Showing Ferroelectric Liquid Crystal Properties",
N. Ikuma, Y. Uchida, R. Tamura, K. Suzuki, J. Yamauchi, Yoshio Aoki, H. Nohira,
Mol. Cryst. Liq. Cryst. 2009, 509, 850-859.
"Organic Field Effect Transsitor Using Pentacene Single Crystals Grown by a Liquid-Phase Crystallization Process",
Y. Kimura, M. Niwano, N. Ikuma, K. Goushi, K. Itaya,
Langmuir 2009, 25, 4861-4863.
"Magnetic-field-induced Molecular Alignment in an Achiral Liquid Crystal Spin-labeled by a Nitroxyl Group in the Mesogen Core",
Y. Uchida, R. Tamura, N. Ikuma, S. Shimono, J. Yamauchi, Y. Shimbo, H. Takezoe, Y. Aoki, H. Nohira,
J. Mater. Chem. 2009, 19, 415-418.
"Unusual Intermolecular Magnetic Interaction Observed in an All-Organic Radical Liquid Crystal",
Y. Uchida, N. Ikuma, R. Tamura, S. Shimono, Y. Noda, J. Yamauchi, Y. Aoki, H. Nohira,
J. Mater. Chem. 2008, 18, 2950-2952.
"EPR Investigations on Molecular Orientation of Paramagnetic Liquid Crystals in a Surface-stabilized Liquid Crystal Cell: Studies on a Smectic C or Chiral Smectic C Phase",
Y. Noda, S. Shimono, J. Yamauchi, Y. Uchida, N. Ikuma, R. Tamura,
Appl. Magn. Res. 2008, 33, 251-267.
"EPR Study of Single Crystals of PROXYLs",
Youhei Noda, S. Shimono, Masaaki Baba, Jun Yamauchi, Y. Uchida, N. Ikuma, R. Tamura,
Appl. Magn. Res. 2008, 33, 85-93.
"Magnetic Characteristic and Orientation of a New Nitroxide Radical in an Ordered Matrix",
N. A. Chumakova, A. K. Vorobiev, N. Ikuma, Y. Uchida, R. Tamura,
Mendeleev Commun. 2008, 18, 21-23.
"Origin of the Difference in Phase Transition Behavior between TwoType of All-Organic Radical Liquid Crystals",
Y. Uchida, R. Tamura, N. Ikuma, S. Shimono, H. Takahashi, J. Yamauchi,
Adv. Sci. Tech. 2008, 55, 42-45.
"Synthesis and Characterization of Novel Radical Liquid Crystals Showing Ferroelectricity",
Y. Uchida, R. Tamura, N. Ikuma, Jun Yamauci, Yoshio Aoki, H. Nohira,
Ferroelectrics 2008, 365, 316-327.
"Synthesis, Crystal Structure, and Magnetic Properties of 4-(2-Methyl-1-azaspiro[4.5]deca-1-oxyl-2-yl)phenol",
Y. Uchida, Nagahisa Matsuoka, H. Takahashi, S. Shimono, N. Ikuma, R. Tamura,
Heterocycles 2007, 74, 607-616.
"Synthesis and Characterization of Novel All-Organic Radical Liquid Crystals",
Y. Uchida, R. Tamura, N. Ikuma, S. Shimono, J. Yamauchi, Y. Aoki, H. Nohira,
Mol.Cryst. Liq. Cryst. 2007, 479, 1251-1259.
"EPR Studies on Molecular Orientation in a Surface-Stabilized Paramagnetic Liquid Crystal Cell",
Y. Noda, S. Shimono, M. Baba, J. Yamauchi, N. Ikuma, R. Tamura,
J. Phys. Chem. B. 2006, 110, 23683-23687.
"Induction and Inhibition of Preferential Enrichment by Controlling the Mode of the Polymorphic Transition with Seed Crystals",
R. Tamura, M. Mizuta, S. Yabunaka, D. Fujimoto, T. Ariga, S. Okuhara, N. Ikuma, H. Takahashi, H. Tsue,
Chem. Eur. J. 2006, 12, 3515-3527.
"Antiferromagnetic Interactions Arising from a Close Contact between Nitroxyl Oxygen and b- Methyl Carbon Atoms Carrying an a-Spin in the Solid State",
Y. Uchida, R. Tamura, N. Ikuma, K. Masaki, H. Takahashi, S. Shimono, J. yamauchi,
Mendeleev Commun. 2006, 69-71.
"Ferroelectric Properties of Paramagnetic All-organic Chiral Nitroxyl Radical Liquid Crystals",
N. Ikuma, R. Tamura, S. Shimono, Y. Uchida, K. Masaki, J. Yamauchi, Y. Aoki, H. Nohira,
Adv. Mater. 2006, 18, 477-480.
"Paramagnetic FLCs Containing an Organic Radical Component",
N. Ikuma, R. Tamura, K. Masaki, Y. Uchida, S. Shimono, J. Yamauchi, Yoshio Aoki, H. Nohira,
Ferroelectrics. 2006, 343, 119-125.
"Spontaneous Racemization and Epimerization Behavior in Solution of Chiral Nitroxides",
N. Ikuma, H. Tsue, N. Tsue, S. Shimono, Y. Uchida, Kazuyoshi Masaki, N. Matsuoka, R. Tamura,
Org. Lett. 2005, 7, 1797-1800.
"Characterization of the Crystalline Nature of the Racemates of Novel Chiral Five-membered Cyclic Nitroxides",
N. Ikuma, R. Tamura, S. Shimono, N. Kawame, O. Tamada, N. Sakai, J. Yamauchi, Y. Yamamoto,
Mol. Cryst. Liq. Cryst. 2005, 440, 23-35.
"Use of Cyclotriphosphazene as the Molecular Scaffold for Building Chiral Multispin Systems",
S. Shimono, R. Tamura, N. Ikuma, H. Takahashi, N. Sakai, J. Yamauchi,
Mol.Cryst. Liq. Cryst. 2005, 440, 37-52.
"Significant Contribution of Phenyl Centroid・・・I−C(sp2) Coulombic Donor−acceptor Attractions to the Buildup of a Crystal Structure",
H. Takahashi, R. Tamura, S. Yabunaka, M. Mizuta, N. Ikuma, H. Tsue, T. Ushio,
Mendeleev Commun. 2004, 239-241.
"Characterization of the Chiral Paramagnetic Multispin System Built on a Cyclotriphosphazene Scaffold",
S. Shimono, R. Tamura, N. Ikuma, H. Takahashi, N. Sakai, J. Yamauchi,
Chem. Lett. 2005, 932-933.
"Preparation and Magnetic Properties of Novel Paramagnetic Nematic and Cholesteric Liquid Crystals Containing a Chiral Five-Membered Cyclic Nitroxide Framework within the Rigid Core",
N. Ikuma, R. Tamura, S. Shimono, N. Kawame, O. Tamada, N. Sakai, J. Yamauchi, Y. Yamamoto,
Angew. Chem. Int. Ed. 2004, 43, 3677-3682.
"Preparation and Characterization of New Chiral Nitronyl Nitroxides Bearing a Stereogenic Center in the Imidazolyl Framework",
S. Shimono, R. Tamura, N. Ikuma, T. Takimoto, N. Kawame, O. Tamada, N. Sakai, H. Matsuura, J. Yamauchi,
J. Org. Chem. 2004, 69, 475-481.
"Crystal Structure and Magnetic Properties of Novel Chiral Nitroxides Existing as Racemic Conglomerates",
N. Ikuma, R. Tamura, S. Shimono, N. Kawame, O. Tamada, N. Sakai, J. Yamauchi, Y. Yamamoto,
Mendeleev Commun. 2003, 109-111.

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