2018/4/28

研究業績リスト
岡山理科大学
准教授

理学部化学科岩永 哲夫

１．学術雑誌等（紀要・論文集等も含む）に発表した論文又は著書学術論文（査読あり）(1) Synthesis and Electronic Properties of Length-Defined 9,10-Anthrylene-Butadiynylene
Oligomers
M. Nagaoka, E. Tsurumaki, M. Nishiuchi, T. Iwanaga, S. Toyota*
J. Org. Chem. accepted.
(2) A Saddle-shaped Macrocycle Comprising 2,5-Diphenylthiophene Units
T. Iwanaga,* Y. Yamada, T. Yamauchi, Y. Misaki, M. Inoue, H. Yamada
Chem. Lett. in press.
(3) Synthesis and Properties of Conjugated Macrocyles Composed ofm-Diethynylene-Phenylene-Bridged Two Dibenzofuran, Dibenzothiophene and Carbazole
Units
T. Shimasaki,* S. Okajima, R. Ishikawa, S. Kawaguchi, T. Akimoto, N. Asano, T. Iwanaga,
M. Watanabe, N. Teramoto, M. Shibata*
Tetrahedron, 2018, 74(20), 2454-2465.
(4) Synthesis of N,N’-bridged azacalixarenes
H. Takemura,* K. Sako, T. Iwanaga, A. Tatsumi, Y. Mogami, H. Watanabe, M. Aoki, S. Yûki,Y. Hayano, M. Itaka
Tetrahedron, 2018, 74(16), 1991-2001.
(5) Structures and Photophysical Properties of a 1,8-Anthrylene–Ethenylene Cyclic Tetramer
M. Inoue, T. Komori, T. Iwanaga, S. Toyota*
Chem. Lett. 2017, 46(12), 1836-1838.
(6) Oxidation State-dependent Intramolecular Electronic Interaction of Carbazole-based
Azacyclophanes with 9,10-Anthrylene Units
T. Iwanaga,* T. Yamauchi, S. Toyota,* S. Suzuki, K. Okada
J. Org. Chem. 2017, 82(19), 10699-10703.
(7) Triple and Quadruple Triptycene Gears in Rigid Macrocyclic Frameworks
S. Toyota,* K. Kawahata, K. Sugahara, K. Wakamatsu, T. Iwanaga
Eur. J. Org. Chem. 2017, (37), 5696-5707.
(8) An Isolable Triradical Trication of Hexaaza[16]paracyclophane with Embedded
9,10-Anthrylenes: A Frustrated 3-Spin Systems
R. Kurata, D. Sakamaki,* M. Uebe, M. Kinoshita, T. Iwanaga,* T. Matsumoto, A. Ito*
Org. Lett. 2017, 19(16), 4371-4374.
(9) Synthesis of 1,8-Anthracene-Ethenylene Cyclic Dimers and Related Compounds andEffects of Linkers on their Structures, Electronic Properties, and Dynamic Behavior
M. Inoue, T. Iwanaga, S. Toyota*
Asian J. Org. Chem. 2017, 6(5), 566-574.
12018/4/28(10) Synthetic study and structure of cage-type cyclophane C36H36S6
H. Takemura,* M. Nagaoka, C. Kawasaki, K. Tokumoto, N. Tobita, Y. Takano, T. Iwanaga,Tetrahedron Lett. 2017, 58(11), 1066-1070.
(11) Synthesis, structures, and properties of 2,5-dianthrylthiophene derivatives
S. Toyota,* M. Nishiuchi, T. Iwata, T. Yamauchi, T. Iwanaga, M. Hasegawa,Can. J. Chem. 2017, 95(3), 286-291.
(12) Synthesis of 1,2-Bis(2-aryl -1H-indol-3-yl)ethynes via 5-Exo-digonal Double Cyclization
Reactions of 1,4-Bis(2-isocyanophenyl)buta-1,3-diyne with Aryl Grignard Reagents
R. Ishikawa, R. Iwasawa, Y. Takiyama, T. Yamauchi, T. Iwanaga, M. Takezaki, M.
Watanabe, N. Teramoto, T. Shimasaki,* M. Shibata,*
J. Org. Chem. 2017, 82(1), 652-663.
(13) Intramolecular Charge-Transfer Interaction of Donor–Acceptor–Donor Arrays Based on
Anthracene Bisimide
T. Iwanaga,* M. Ogawa, T. Yamauchi, S. Toyota*
J. Org. Chem. 2016, 81(10), 4076-4080.
(14) Macrocyclic 2,7-Anthrylene Oligomers
Y. Yamamoto, K. Wakamatsu, T. Iwanaga, H. Sato, S. Toyota*
Chem. Asian J. 2016, 11(9), 1370-1375.
(15) Synthesis of Fluorocalix[4]arene and Estimation of Intramolecular C-F⋅⋅⋅HO Hydrogen Bond
H. Takemura,* M. Inagaki, Y. Hirata, T. Iwanaga,
J. Fluorine Chem. 2016, 182, 1-6.
(16) Enantiopure 5,5’-Bitetracene
S. Toyota,* R. Miyaji, Y. Yamamoto, M. Inoue, K. Wakamatsu, T. Iwanaga,
Eur. J. Org. Chem. 2015, (35), 7648-7651.
(17) Efficient Synthesis and Electronic Spectra of Unsymmetrical 5,12-Diethynyltetracene
Derivatives.
T. Iwanaga,* Y. Yamamoto, K. Nishioka, S. Toyota*
Synthesis, 2015, 47(24), 3997-4007.
(18) Structures, Dynamic Behavior, and Spectroscopic Properties of 1,8-Anthrylene-Ethenylene
Cyclic Dimers and Their Substituent Effect.
M. Inoue, T. Iwanaga, S. Toyota*
Bull. Chem. Soc. Jpn. 2015, 88(11), 1591-1602.
(19) Cramping an alkyl group by rigid macrocyclic framework
S. Toyota,* T. Oki, M. Inoue, K. Wakamatsu, T. Iwanaga
Chem. Lett. 2015, 44(7), 978-980.
(20) On-Surface Chirality of Self-Assembled Molecular Network of Fan-Blade-Shaped
Anthracene-Acetylene Macrocycle with a Long Alkyl Chain
T. Tsuya, K. Iritani, K. Tahara, Y. Tobe, T. Iwanaga, S. Toyota*
Chem. Eur. J. 2015, 21(14), 5520-5527.
(21) Chemistry of Anthracene–Acetylene Oligomers XXIV. Theoretical Evaluation of Molecular
Strain and Interactions in Anthracene-Acetylene Cyclic Oligomers by Homodesmotic
Reaction Method2

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S. Toyota,* K. Wakamatsu, T. Kawakami, T. Iwanaga
Bull. Chem. Soc. Jpn. 2015, 88(2), 283-291.
(22) Synthesis and Properties of Extended π-Conjugated Compounds with9,10-Bis(phenylethynyl)anthracene Units
S. Toyota,* S. Karashima, T. Iwanaga
Bull. Chem. Soc. Jpn. 2015, 88(1), 192-199.
(23) Synthesis of 2,9-Diethynylanthracene Derivatives
S. Toyota,* T. Kawakami, T. Iwanaga
Synthesis 2014, 46(12), 1667-1673.
(24) Synthesis and properties of novel crown ether-annelated
4’,5’-diaza-9’-(1,3-dithiole-2-ylidene)-fluorenes and their ruthenium(II) complexes
K. Sako,* T. Kakehi, S. Nakano, H. Oku, X. F. Shen, T. Iwanaga, M. Yoshikawa, K.
Sugahara, S. Toyota, H. Takemura, T. Shinmyozu, M. Shiotsuka, H. Tatemitsu
Tetrahedron Lett. 2014, 55(3), 749-752.
(25) Introduction of an Arylethynyl Group onto Anthracene Bisimide Core for Molecular Design ofNew π-Conjugated Compounds
T. Iwanaga, R. Tanaka, S. Toyota*
Chem. Lett. 2014, 43(1), 105-107.
(26) Nonplanar and Dynamic Structures of 1,8-Anthrylene– Ethenylene Cyclic Dimers
M. Inoue, T. Iwanaga, S. Toyota*
Chem. Lett. 2013, 42(12), 1499-1501.
(27) Chemistry of Anthracene–Acetylene Oligomers XXIII. Molecular Structures andStereochemistry of Anthracene–Diacetylene Cyclic Dimers Having Two Intraannular AlkoxyGroups
S. Toyota,* T. Tsuya, T. Iwanaga
Bull. Chem. Soc. Jpn. 2013, 86(11), 1309-1316.
(28) Chemistry of Anthracene–Acetylene Oligomers XXII. Strained and Fluxional Macrocyclic
Framework of Anthracene-Diacetylene Cyclic Pentamers
M. Yoshikawa, S. Imigi, K. Wakamatsu, T. Iwanaga, S. Toyota*
Chem. Lett. 2013, 42(5), 559-561.
(29) Efficient Synthesis of 9,10-Bis(phenylethynyl)anthracene Derivatives by Integrated
Sonogashira Coupling and Double-Elimination Reaction
S. Toyota,* D. Mamiya, R. Yoshida, R. Tanaka, T. Iwanaga, A. Orita, J. Otera
Synthesis, 2013, 45(8), 1060-1068.
(30) Chemistry of Anthracene–Acetylene Oligomers XXI.

Structures and Stereochemistry of

Chiral Anthracene–Acetylene Dimers with an Intraannular Alkoxy Group.
T. Tsuya, T. Iwanaga, S. Toyota*
Bull. Chem. Soc. Jpn. 2013, 86(1), 138-145.
(31) Tolanophane Revisited – Resolution and Racemization Mechanism of a Twisted ChiralAromatic Compound
S. Toyota,* K. Kawai, T. Iwanaga, K. Wakamatsu
Eur. J. Org. Chem. 2012, (29), 5679-5684. (Cover Picture)32018/4/28(32) Chemistry of Anthracene–Acetylene Oligomers. XX.

Synthesis, Structures, andSelf-Association of Anthracene–Anthraquinone Cyclic Compounds with Ethynylene Linkers
T. Iwanaga, K. Miyamoto, K. Tahara, K. Inukai, S. Okuhata, Y. Tobe, S. Toyota*
Chem. Asian J. 2012, 7(5), 935-943.
(33) Synthesis and redox properties of π-conjugated 4,5-diazafluorene derivatives incorporating
9-cyanomethylene moiety as an electron acceptor.
K. Sako,* Y. Mugishima, T. Iwanaga, S. Toyota, H. Takemura, M. Watanabe, T. Shinmyozu,
M. Shiotsuka, H. Tatemitsu,Tetrahedron Lett. 2011, 52(44), 5865-5868.
(34) Introduction of Two Anthracene Moieties into Perylenebis(dicarboximide) Core bySuzuki-Miyaura Coupling toward Construction of Donor-Acceptor-Donor Arrays.
T. Iwanaga, H. Ida, M. Takezaki, S. Toyota*
Chem. Lett. 2011, 40(9), 970-971.
(35) Chemistry of Anthracene-Acetylene Oligomers XIX.

Construction of Higher

1,8-Anthrylene-Alkynylene Macrocycles: Synthesis, Structures, and Conformational
Analysis of Cyclic Hexamer and Dodecamer.
S. Toyota,* H. Harada, H. Miyahara, T. Kawakami, K. Wakamatsu, T. Iwanaga
Bull. Chem. Soc. Jpn. 2011, 84(8), 829-838.
(36) Chemistry of Anthracene-Acetylene Oligomers. XVIII.

Construction and Structures ofBelt-Shaped Macrocyclic Oligomers with Anthracene Units and Acetylene Linkers andResolution of Chiral Derivatives.
T. Ishikawa, T. Iwanaga, S. Toyota,* M. Yamasaki
Bull. Chem. Soc. Jpn. 2011, 84(7), 729-740.
(37) Synthesis of Azacalixarenes through Dihydrobenzoxazine Derivatives of Phenols.
H. Takemura,* A. Takahashi, H. Suga, M. Fukuda, T. Iwanaga
Eur. J. Org. Chem. 2011, (17), 3171-3177.
(38) Structures and Conformational Analysis of 1,8-Bis(9-triptycylethynyl)anthracene and Its
Derivatives as Prototypes of Molecular Spur Gears.
S. Toyota,* T. Shimizu, T. Iwanaga, K. Wakamatsu
Chem. Lett. 2011, 40(3), 312-314.
(39) Facile Synthesis of 3-(Succinimid-3-yl)-2-oxo-2,3-dihydroimidazo[1,2-a]pyridine Derivatives
by Sequential Intra- and Intermolecular Michael Reactions between 2-Aminopyridines andMaleimides.
T. Shimo,* T. Itoh, Y. Araki, T. Iwanaga, T. Shinmyozu, K. Somekawa
Heterocycles, 2011, 83(1), 47-55.
(40) Molecular Tubes and Capsules, Part 6: Formation of Nanoporous Fibers by the
Self-Assembly of Pyromellitic Diimide-Based Macrocycle.
T. Nakagaki, A. Harano, Y. Fuchigami, E. Tanaka, S. Kidoaki, T. Okuda, T. Iwanaga, K.
Goto, T. Shinmyozu*
Angew. Chem. Int. Ed. 2010, 49(50), 9676-9679.
(41) Chemistry of Anthracene–Acetylene Oligomers. XVII. Synthesis, structure, and dynamic
behavior of 1,8-anthrylene pentamers and hexamers with acetylene linkers.
4

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S. Toyota,* T. Kawakami, R. Shinnishi, R. Sugiki, S. Suzuki, T. Iwanaga
Org. Biomol. Chem. 2010, 8, 4997-5006.
(42) Synthesis and spectroscopic study of phenylene-(poly)ethynylenes substituted by amino oramino/cyano groups at terminal(s): electronic effect of cyano group on charge-transfer
excitation of acetylenic π-systems.
J.-K. Fang, D.-L. An, K. Wakamatsu, T. Ishikawa, T. Iwanaga, S. Toyota, S.-i. Akita, D.
Matsuo, A. Orita,* J. Otera*
Tetrahedron, 2010, 66(29), 5479–5485.
(43) Chemistry of Anthracene–Acetylene Oligomers. XVI. Influence of Conformation of9,10-Anthrylene Rotors on Structures and Self-association Properties of Macrocyclic
Arylene-Alkynylene Oligomers.
K. Miyamoto, T. Iwanaga, S. Toyota*
Chem. Lett. 2010, 39(3), 288-290.
(44) Chemistry of Anthracene–Acetylene Oligomers. XV. Synthesis, Structures, and Dynamic
Behavior of Chiral Anthrylene–Ethynylene Cyclic Tetramers and Related Derivatives andResolution of Enantiomers.
T. Ishikawa, T. Shimasaki, H. Akashi, T. Iwanaga, S. Toyota,* M. Yamasaki,Bull. Chem. Soc. Jpn., 2010, 83(3), 220-232.
(45) Synthesis and Spectroscopic Study of Diphenylamino-substituted
Phenylene-(poly)ethynylenes: Remarkable Effect of Acetylenic Conjugated Modes.
J.-K. Fang, D.-L. An, K. Wakamatsu, T. Ishikawa, T. Iwanaga, S. Toyota, D. Matsuo, A.
Orita,* J. Otera*Tetrahedron Lett. 2010, 51(6), 917-920.
(46) Chemistry of Anthracene-Acetylene Oligomers. XIV. Convenient Synthesis ofAnthrylethynes by Double Elimination Reaction from Aldehydes and Sulfones.
S. Toyota,* R. Azami, T. Iwanaga, D. Matsuo, A. Orita, J. Otera,Bull. Chem. Soc. Jpn. 2009, 82(10), 1287-1291.
(47) The intramolecular C-F···HO hydrogen bond of 2-fluorophenyldiphenylmethanol.
H. Takemura,* M. Kaneko, K. Sako, T. Iwanaga,
New J. Chem. 2009, 33(10), 2004-2006.
(48) Chemistry of Anthracene–Acetylene Oligomers. XIII. Synthesis, Structures, andSpectroscopic Properties of All Possible 1,8-Anthrylene Cyclic Tetramers with Acetylene
and Diacetylene Linkers.
S. Toyota,* H. Miyahara, M. Goichi, S. Yamasaki, T. Iwanaga
Bull. Chem. Soc. Jpn. 2009, 82(8), 931-945.
(49) C-F···HO hydrogen bond in 8-fluoro-4-methyl-1-naphthol.
H. Takemura,* R. Ueda, T. Iwanaga
J. Fluorine Chem. 2009, 130(7), 684-688.
(50) Synthesis and spectroscopic study of silacyclyne-substituted phenyleneethynylenes.
G. Mao, A. Orita,* D. Matsuo, T. Hirate, T. Iwanaga, S. Toyota, J. Otera*Tetrahedron Lett. 2009, 50(24), 2860-2864.

52018/4/28(51) Chemistry of Anthracene–Acetylene Oligomers. XII. Enantiopure 1,8-Anthrylene Dimer withAcetylene Linkers and an Intraannular Alkyl Group.
S. Toyota,* H. Onishi, K. Wakamatsu, T. Iwanaga
Chem. Lett. 2009, 38(4), 350-351.
(52) Molecular Structure of Chlorocycloheptane in Inclusion Compound with 9,9’-Bianthryl andGelation during Crystallization.
S. Toyota,* Y. Okamoto, T. Ishikawa, T. Iwanaga, M. Yamada
Bull. Chem. Soc. Jpn. 2009, 82(2), 182-186.
(53) Chemistry of Anthracene–Acetylene Oligomers. XI. Stereogenic Motif Consisting of Rigid
Ring and Intraannular Chains: Isolation and Structures of Stereoisomers of
9-Alkyl-1,8-anthrylene-butadiynylene Cyclic Dimers.
S. Toyota,* H. Onishi, Y. Kawai, T. Morimoto, H. Miyahara, T. Iwanaga, K. Wakamatsu
Org. Lett. 2009, 11(2), 321-324.
(54) Chemistry of Anthracene–Acetylene Oligomers. X. Synthesis, Structures, and Properties of
1,8-Anthrylene–Alkynylene Cyclic Trimers.
S. Toyota,* H. Miyahara, M. Goichi, K. Wakamatsu, T. Iwanaga
Bull. Chem. Soc. Jpn. 2008, 81(9), 1147–1157.
(55) Formation of 4-hydroxy-3-(oxan-3-yl)coumarin from photochemical reaction between
4-hydroxycoumarin and 3,4-dihydro-2H-pyran and MO analysis.
T. Shimo,* K. Sato, W. Wang, T. Obata, T. Iwanaga, T. Shinmyozu, K. Somekawa
Bull. Chem. Soc. Jpn. 2008, 81(7), 894-896.
(56) Synthesis, Structure, and Transannular π-π Interaction of Three- and Four-Layered[3.3]Paracyclophanes. (Multilayered [3.3]Cyclophanes, Part 2)
M. Shibahara, M. Watanabe, T. Iwanaga, T. Matsumoto, K. Ideta, T. Shinmyozu*
J. Org. Chem. 2008, 73(12), 4433-4442.
(57) Molecular folding screen: folding and unfolding of 1,8-anthrylene-ethynylene oligomers byphotochemical cycloaddition and thermal cycloreversion.
S. Toyota,* M. Kuga, A. Takatsu, M. Goichi, T. Iwanaga
Chem. Commun. 2008, (11), 1323-1325.
(58) New π-Conjugated System with a Rigid Framework of 1,8-Anthrylene-Ethynylene Cyclic
Dimer and Its Monoanthraquinone Analogue.
S. Toyota, *M. Kurokawa, M. Araki, K. Nakamura, T. Iwanaga
Org. Lett. 2007, 9(18), 3655-3658.
(59) Efficient 2-Amino-2-yhiazolin-4-ones or 2-Iminothiazolidin Formation from Thioureas andMaleimides under Solvent-free Conditions.
T. Shimo,* Y. Matsuda, T. Iwanaga, T. Shinmyozu, K. Somekawa,Heterocycles, 2007, 71, 1053-1058.
(60) Synthesis, Structural, and Transannular π-π Interaction of Multilayered[3.3]Metacyclophanes. (Multilayered [3.3]Cyclophanes, Part 1)
M. Shibahara, M. Watanabe, T. Iwanaga, K. Ideta, T. Shinmyozu*J. Org. Chem. 2007, 72(8), 2865-2877.

62018/4/28(61) Bis(1,3-Dithiol-2-ylidene)-[3.3]paracyclophanes; orthogonal intramolecular charge transferinteraction.
K. Sako,* Y. Mase, Y. Kato, T. Iwanaga, T. Shinmyozu, H. Takemura, M. Ito, K. Sasaki, H.
Tatemitsu
Tetrahedron Lett. 2006, 47(51), 9151-9154.
(62) C-F⋅⋅⋅Rb+ Interaction in a Fluorinated Cage Compound Complex.
H. Takemura,* T. Iwanaga, T. Shinmyozu
Tetrahedron Lett. 2006, 47(50), 8989-8991.
(63) Solid-state photocycloaddition of 6,6’-dimethyl-4,4’-polymethylenedioxy-di-2-pyrones tobenzophenone.
W. Wang, T. Shimo,* T. Shinmyozu, T. Iwanaga, K. Somekawa
Heterocycles, 2006, 68(7), 1381-1392.
(64) Cyclophanes within Cyclophanes: The Synthesis of a Pyromellitic Diimide-Based
Macrocycles as a Structural Unit in a Molecular Tube and Its Inclusion Phenomena.
T. Iwanaga, R. Nakamoto, M. Yasutake, H. Takemura, K. Sako, T. Shinmyozu*
Angew. Chem. Int. Ed. 2006, 45(22), 3643-3647.
(65) Absolute Configuration and Chiroptical Properties of an Enantiopure [5-Chloro-2(dimethylaminomethyl)phenyl]phenylborane derivatives.
S. Toyota,* F. Ito, T. Yamamoto, H. Akashi, T. Iwanaga
Bull. Chem. Soc. Jpn. 2006, 79(5), 796-798.
(66) Preferred head-to-tail adduct in solid-state [2+2] photodimerization of 2-pyrone-5-carboxylicacid.
T. Shimo,* M. Matsushita, W. Wang, T. Iwanaga, T. Shinmyozu, K. Somekawa
Analytical Sciences: X-ray Structure Analysis Online, 2005, 21(11), x169-x170.
(67) Structure and C-H⋅⋅⋅π interaction in DMF inclusion complexes of homoazacalix[4]arenes.
H. Takemura,* T. Iwanaga, T. Shinmyozu
Tetrahedron Lett. 2005, 46(39), 6687-6690.
(68) A comparison of coordination ability of hetero atoms: a Li+ and Na+ selective
pyridinophane-based cryptand.
H. Takemura,* H. Nakamichi, R. Nogita, T. Iwanaga, M. Yasutake, T. Shinmyozu,
Tetrahedron Lett. 2003, 44(27), 5087-5089.
著書(1) Three-Dimensional Aromatic Networks
S. Toyota, T. Iwanaga,Top. Curr. Chem. 2014, 350, 111-140. (DOI:10.1007/128_2012_358)(2) 76. 水素雰囲気下での薗頭反応
84. 二重脱離反応によるアルキン合成
豊田真司・岩永哲夫
使える！有機合成反応241実践ガイド，丸岡啓二他編著，東京化学同人，東京，2010, Part1,152-153, 168-169.

72018/4/28(3) Product Class 19: Naphthalene, Anthracene, 9H-Fluorene and Other Acenes
S. Toyota, T. Iwanaga,
Science of Synthesis: Houben-Weyl methods of molecular transformation, Vol 45b Aromatic
Ring Assemblies, Polycyclic Aromaric Hydrocarbons, and Conjugated Polyenes, ed. J. S.
Siegel, Y. Tobe, George Thieme Verlag KG, Stuttgart, 2009, 45.19, 745–854.
２．解説、総説(1) Planar Anthracene-Acetylene Frameworks as Stereogenic Motif
S. Toyota, H. Ikeda, T. Iwanaga,ChemPlusChem, 2017, 82(7), 957-966. (Minireview)(2) エチニルアントラセン誘導体の効率合成とオリゴマー合成への応用
豊田真司, 岩永哲夫,

有機合成化学協会誌，2015, 73(4), 328-338．

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