Updated on 2025/12/24
博士（工学） ( 1998.3 東京工業大学 )
修士（工学） ( 1995.3 東京工業大学 )
工学士 ( 1993.3 東京工業大学 )
Nanotechnology/Materials / Structural organic chemistry and physical organic chemistry
Life Science / Bioorganic chemistry
Nanotechnology/Materials / Functional solid state chemistry
Niigata University Graduate School of Science and Technology Associate Professor
2009.2
Niigata University Faculty of Science Department of Chemistry Associate Professor
2009.2 - 2017.3
Tokyo Institute of Technology Graduate School, Division of Science and Engineering Department of Chemical Engineering
- 1998.3
Country： Japan
Tokyo Institute of Technology Faculty of Engineering Department of Chemical Engineering
- 1993.3
Country： Japan
Eietsu Hasegawa, Ryo Miyajima, Manon Okamura, Kazuki Oomori, Hajime Iwamoto, Kan Wakamatsu
Synlett 35 ( 03 ) 352 - 356 2023.8
Ryo Miyajima, Yuuki Ooe, Tomoaki Miura, Tadaaki Ikoma, Hajime Iwamoto, Shin-ya Takizawa, Eietsu Hasegawa
Journal of the American Chemical Society 145 ( 18 ) 10236 - 10248 2023.5
Tsukasa Tanaka, Takehiro Kiuchi, Yuuki Ooe, Hajime Iwamoto, Shin-ya Takizawa, Shigeru Murata, Eietsu Hasegawa
ACS Omega 7 ( 5 ) 4655 - 4666 2022.2
Competitive Desulfonylative Reduction and Oxidation of α-Sulfonylketones Promoted by Photoinduced Electron Transfer with 2-Hydroxyaryl-1,3-dimethylbenzimidazolines under Air
Eietsu Hasegawa, Shyota Nakamura, Kazuki Oomori, Tsukasa Tanaka, Hajime Iwamoto, Kan Wakamatsu
The Journal of Organic Chemistry 2021.2
Translational isomers of N-sulfonylated [3]catenane: synthesis and isomerization Reviewed
Hajime Iwamoto, Yuki Ishizu, Eietsu Hasegawa, Ryo Sekiya, Takeharu Haino
Chemical Communications 2021
Sterically Regulated α-Oxygenation of α-Bromocarbonyl Compounds Promoted Using 2-Aryl-1,3-dimethylbenzimidazolines and Air. International journal
Eietsu Hasegawa, Naoki Yoshioka, Tsukasa Tanaka, Taisei Nakaminato, Kazuki Oomori, Tadaaki Ikoma, Hajime Iwamoto, Kan Wakamatsu
ACS omega 5 ( 13 ) 7651 - 7665 2020.4
Protocol for Visible-Light-Promoted Desulfonylation Reactions Utilizing Catalytic Benzimidazolium Aryloxide Betaines and Stoichiometric Hydride Donor Reagents. Reviewed International journal
Eietsu Hasegawa, Tsukasa Tanaka, Norihiro Izumiya, Takehiro Kiuchi, Yuuki Ooe, Hajime Iwamoto, Shin-Ya Takizawa, Shigeru Murata
The Journal of organic chemistry 85 ( 6 ) 4344 - 4353 2020
Synthesis and resolution of optically active topologically chiral catenane
Yuki Ishizu, Ayaka Takeyoshi, Eietsu Hasegawa, Hajime Iwamoto
Chemistry Letters 49 ( 12 ) 1435 - 1438 2020
Visible Light and Hydroxynaphthylbenzimidazoline Promoted Transition-Metal-Catalyst-Free Desulfonylation of N-Sulfonylamides and N-Sulfonylamines Reviewed International journal
Eietsu Hasegawa, Yuto Nagakura, Norihiro Izumiya, Keisuke Matsumoto, Tsukasa Tanaka, Tomoaki Miura, Tadaaki Ikoma, Tadaaki Ikoma, Hajime Iwamoto, Kan Wakamatsu
Journal of Organic Chemistry 83 ( 18 ) 10813 - 10825 2018.9
Benzimidazolium Naphthoxide Betaine Is a Visible Light Promoted Organic Photoredox Catalyst Reviewed
Eietsu Hasegawa, Norihiro Izumiya, Tomoaki Miura, Tadaaki Ikoma, Hajime Iwamoto, Shin-Ya Takizawa, Shigeru Murata
Journal of Organic Chemistry 83 ( 7 ) 3921 - 3927 2018.4
Optimum Conditions for On-tree Ethanol-sticker Treatment for Astringency Removal in 'Taigetsu' and 'Taiten' Persimmons Reviewed
Atsu Yamasaki, Hiroshi Yakushiji, Hajime Iwamoto, Akifumi Azuma, Hiroyoshi Sugiura
HORTICULTURE JOURNAL 86 ( 4 ) 463 - 469 2017
Visible light-promoted reductive transformations of various organic substances by using hydroxyaryl-substituted benzimidazolines and bases Reviewed
Eietsu Hasegawa, Norihiro Izumiya, Takuya Fukuda, Kazuki Nemoto, Hajime Iwamoto, Shin-ya Takizawa, Shigeru Murata
TETRAHEDRON 72 ( 48 ) 7805 - 7812 2016.12
Solvent-Dependent Reaction Pathways Operating in Copper(II) Tetrafluoroborate Promoted Oxidative Ring-Opening Reactions of Cyclopropyl Silyl Ethers Reviewed
Eietsu Hasegawa, Kazuki Nemoto, Ryosuke Nagumo, Eiji Tayama, Hajime Iwamoto
JOURNAL OF ORGANIC CHEMISTRY 81 ( 7 ) 2692 - 2703 2016.4
Synthesis of linear [5]catenanes via olefin metathesis dimerization of pseudorotaxanes composed of a [2]catenane and a secondary ammonium salt Reviewed
Hajime Iwamoto, Shinji Tafuku, Yoshihiko Sato, Wataru Takizawa, Wataru Katagiri, Eiji Tayama, Eietsu Hasegawa, Yoshimasa Fukazawa, Takeharu Haino
CHEMICAL COMMUNICATIONS 52 ( 2 ) 319 - 322 2016
Aryl-substituted dimethylbenzimidazolines as effective reductants of photoinduced electron transfer reactions Reviewed
Eietsu Hasegawa, Taku Ohta, Shiori Tsuji, Kazuma Mori, Ken Uchida, Tomoaki Miura, Tadaaki Ikoma, Eiji Tayama, Hajime Iwamoto, Shin-ya Takizawa, Shigeru Murata
TETRAHEDRON 71 ( 34 ) 5494 - 5505 2015.8
Metal-Free, One-Pot, Sequential Protocol for-Transforming alpha,beta-Epoxy Ketones to beta-Hydroxy Ketones and alpha-Methylene Ketones Reviewed
Eietsu Hasegawa, Saki Arai, Eiji Tayama, Hajime Iwamoto
JOURNAL OF ORGANIC CHEMISTRY 80 ( 3 ) 1593 - 1600 2015.2
Visible Light-Promoted Metal-Free Reduction of Organohalides by 2-Naphthyl or 2-Hydroxynaphthyl-Substituted 1,3-Dimethylbenzimidazolines Reviewed
Eietsu Hasegawa, Kazuma Mori, Shiori Tsuji, Kazuki Nemoto, Taku Ohta, Hajime Iwamoto
AUSTRALIAN JOURNAL OF CHEMISTRY 68 ( 11 ) 1648 - 1652 2015
Copper(II)-acid catalyzed cyclopropanation of 1,3-dienamides by electrophilic activation of alpha-aryl diazoesters Reviewed
Eiji Tayama, Kouki Horikawa, Hajime Iwamoto, Eietsu Hasegawa
TETRAHEDRON LETTERS 55 ( 19 ) 3041 - 3044 2014.5
A photo-reagent system of benzimidazoline and Ru(bpy)(3)Cl-2 to promote hexenyl radical cyclization and Dowd-Beckwith ringexpansion of alpha-halomethyl-substituted benzocyclic 1-alkanones Reviewed
Eietsu Hasegawa, Minami Tateyama, Tsuneaki Hoshi, Taku Ohta, Eiji Tayama, Hajime Iwamoto, Shin-ya Takizawa, Shigeru Murata
TETRAHEDRON 70 ( 17 ) 2776 - 2783 2014.4
Double axial chirality promoted asymmetric [2,3] Stevens rearrangement of N-cinnamyl L-alanine amide-derived ammonium ylides Reviewed
Eiji Tayama, Noriko Naganuma, Hajime Iwamoto, Eietsu Hasegawa
CHEMICAL COMMUNICATIONS 50 ( 52 ) 6860 - 6862 2014
Carbon-carbon bond formation via benzoyl umpolung attained by photoinduced electron-transfer with benzimidazolines Reviewed
Tomohito Igarashi, Eiji Tayama, Hajime Iwamoto, Eietsu Hasegawa
TETRAHEDRON LETTERS 54 ( 50 ) 6874 - 6877 2013.12
Copper(II)-salt-promoted oxidative ring-opening reactions of bicyclic cyclopropanol derivatives via radical pathways Reviewed
Eietsu Hasegawa, Minami Tateyama, Ryosuke Nagumo, Eiji Tayama, Hajime Iwamoto
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY 9 1397 - 1406 2013.7
Selective Synthesis of [2]- and [3]Catenane Tuned by Ring Size and Concentration Reviewed
Hajime Iwamoto, Wataru Takizawa, Koji Itoh, Tatsuya Hagiwara, Eiji Tayama, Eietsu Hasegawa, Takeharu Haino
JOURNAL OF ORGANIC CHEMISTRY 78 ( 11 ) 5205 - 5217 2013.6
1,4-Elimination/Bronsted acid catalyzed aza-Ferrier reaction sequence as an entry to beta-amino-beta,gamma-unsaturated aldehydes Reviewed
Eiji Tayama, Kouki Horikawa, Hajime Iwamoto, Eietsu Hasegawa
TETRAHEDRON 69 ( 13 ) 2745 - 2752 2013.4
A UNIQUE AND SIMPLE PREPARATIVE METHOD FOR alpha-ARYLPIPECOLINIC ACID ESTERS VIA BASE-INDUCED SOMMELET-HAUSER REARRANGEMENT Reviewed
Eiji Tayama, Ryota Sato, Motoshi Ito, Hajime Iwamoto, Eietsu Hasegawa
HETEROCYCLES 87 ( 2 ) 381 - 388 2013.2
AN EFFECTIVE PROCEDURE TO PROMOTE AZA-PRINS CYCLIZATION REACTIONS EMPLOYING A COMBINATION OF FERRIC CHLORIDE AND AN IMIDAZOLIUM SALT IN BENZOTRIFLUORIDE Reviewed
Chika Osawa, Minami Tateyama, Kensuke Miura, Eiji Tayama, Hajime Iwamoto, Eietsu Hasegawa
HETEROCYCLES 86 ( 2 ) 1211 - 1226 2012.12
Copper(II)-acid co-catalyzed intermolecular substitution of electron-rich aromatics with diazoesters Reviewed
Eiji Tayama, Moe Ishikawa, Hajime Iwamoto, Eietsu Hasegawa
TETRAHEDRON LETTERS 53 ( 38 ) 5159 - 5161 2012.9
A formal method for the de-N,N-dialkylation of Sommelet-Hauser rearrangement products Reviewed
Eiji Tayama, Ryota Sato, Keisuke Takedachi, Hajime Iwamoto, Eietsu Hasegawa
TETRAHEDRON 68 ( 24 ) 4710 - 4718 2012.6
1,2-Dimethoxy-4,5-dimethylene: a new protecting group for acyclic amino acid derivatives prepared by Stevens rearrangement Reviewed
Eiji Tayama, Keisuke Takedachi, Hajime Iwamoto, Eietsu Hasegawa
TETRAHEDRON LETTERS 53 ( 11 ) 1373 - 1375 2012.3
Asymmetric alpha-2-tosylethenylation of N,N-dialkyl-L-amino acid esters via the formation of non-racemic ammonium enolates Reviewed
Eiji Tayama, Tomohito Igarashi, Hajime Iwamoto, Eietsu Hasegawa
ORGANIC & BIOMOLECULAR CHEMISTRY 10 ( 2 ) 339 - 345 2012
Asymmetric alpha-2-tosylvinylation of in situ-generated N-2-tosylvinyl proline-derived ammonium ylides Reviewed
Tomohito Igarashi, Eiji Tayama, Hajime Iwamoto, Eietsu Hasegawa
TETRAHEDRON LETTERS 52 ( 15 ) 1819 - 1821 2011.4
Highly shape-selective guest encapsulation in the precisely defined cavity of a calix[4] arene-capped metalloporphyrin Reviewed
Hajime Iwamoto, Saori Nishi, Takeharu Haino
CHEMICAL COMMUNICATIONS 47 ( 47 ) 12670 - 12672 2011
Application of biphasic reaction procedure using ferric chloride dissolved in an imidazolium salt and benzotrifluoride (FeIm-BTF procedure) to aza-Prins cyclization reaction Reviewed
Eietsu Hasegawa, Nohara Hiroi, Chika Osawa, Eiji Tayama, Hajime Iwamoto
TETRAHEDRON LETTERS 51 ( 50 ) 6535 - 6538 2010.12
Copper(II) Triflate Catalyzed Intermolecular Aromatic Substitution of N,N-Disubstituted Anilines with Diazo Esters Reviewed
Eiji Tayama, Tomoyo Yanaki, Hajime Iwamoto, Eietsu Hasegawa
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY ( 35 ) 6719 - 6721 2010.12
Remarkable enhancement effect of potassium tert-butoxide/THF solution in base-induced Sommelet-Hauser rearrangements Reviewed
Eiji Tayama, Keisuke Takedachi, Hajime Iwamoto, Eietsu Hasegawa
TETRAHEDRON 66 ( 48 ) 9389 - 9395 2010.11
Tether-assisted Synthesis of [3]Rotaxane by Olefin Metathesis Reviewed
Hajime Iwamoto, Yukimi Yawata, Yoshimasa Fukazawa, Takeharu Haino
CHEMISTRY LETTERS 39 ( 1 ) 24 - 25 2010.1
Highly efficient synthesis of [3]rotaxane assisted by preorganisation of pseudorotaxane using bis(crown ether)s Reviewed
Hajime Iwamoto, Yukimi Yawata, Yoshimasa Fukazawa, Takeharu Haino
SUPRAMOLECULAR CHEMISTRY 22 ( 11-12 ) 815 - 826 2010
Shape-Selective Molecular Recognition in Confined Space Provided by Calixarene-Capped Porphirin
Hajime Iwamoto, Saori Nishi, Takeharu Haino
IUPAC 5th International Symposium on Novel Materials and Synthesis (NMS-V) 2009.10
Energetics of guest binding to calix[4]arene molecular containers Reviewed
Hajime Iwamoto, Kahoru Niimi, Takeharu Haino, Yoshimasa Fukazawa
TETRAHEDRON 65 ( 35 ) 7259 - 7267 2009.8
Noncovalent Isotope Effect for Guest Encapsulation in Self-Assembled Molecular Capsules Reviewed
Takeharu Haino, Katsunori Fukuta, Hajime Iwamoto, Suehiro Iwata
CHEMISTRY-A EUROPEAN JOURNAL 15 ( 48 ) 13286 - 13290 2009
Ring current models of porphyrin and conformational analysis of the dicarboxylate complex of Sn(IV) porphyrin Reviewed
Hajime Iwamoto, Yoshimasa Fukazawa
HETEROCYCLES 75 ( 7 ) 1711 - 1723 2008.7
Synthesis of a molecular container having an open door that closes on guest binding Reviewed
Takeharu Haino, Masaki Hirakata, Kahoru Niimi, Mitsuru Kouchi, Hajime Iwamoto, Yoshimasa Fukazawa
CHEMISTRY LETTERS 37 ( 4 ) 394 - 395 2008.4
Conformational control of molecular tweezers containing a disulfide bond by redox reactions Reviewed
Hajime Iwamoto, Yusuke Hidaka, Yoshimasa Fukazawa
TETRAHEDRON LETTERS 49 ( 2 ) 277 - 280 2008.1
Synthesis and enantioselective recognition of a calix[5]arene-based chiral receptor Reviewed
Takeharu Haino, Hiroyuki Fukuoka, Hajime Iwamoto, Yoshimasa Fukazawa
SUPRAMOLECULAR CHEMISTRY 20 ( 1-2 ) 51 - 57 2008
Two new halogenated briarane diterpenes from the Papuan gorgonian coral Junceella fragilis Reviewed
Natsuki K. Kubota, Yuka Kobayashi, Hajime Iwamoto, Yoshimasa Fukazawa, Yasuto Uchio
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN 79 ( 4 ) 634 - 636 2006.4
Structure elucidation of dicarboxylate complex of SnIV porphyrin with a ring current effect model Reviewed
Hajime Iwamoto, Kenji Hori, Yoshimasa Fukazawa
Tetrahedron 62 ( 12 ) 2789 - 2798 2006.3
Structure elucidation of dicarboxylate complex of Sn-IV porphyrin with a ring current effect model
H Iwamoto, K Hori, Y Fukazawa
TETRAHEDRON 62 ( 12 ) 2789 - 2798 2006.3
H Iwamoto, Y Kobayashi, T Kawatani, M Suzuki, Y Fukazawa
TETRAHEDRON LETTERS 47 ( 10 ) 1519 - 1523 2006.3
Five new sulfur-containing polybrominated bisindoles from the red alga Laurencia brongniartii Reviewed
NK Kubota, H Iwamoto, Y Fukazawa, Y Uchio
HETEROCYCLES 65 ( 11 ) 2675 - 2682 2005.11
Conformational control of flexible molecular tweezers by intramolecular CH/pi interaction
H Iwamoto, N Takahashi, T Maeda, Y Hidaka, Y Fukazawa
TETRAHEDRON LETTERS 46 ( 40 ) 6839 - 6842 2005.10
H Iwamoto, T Kawatani, Y Fukazawa
TETRAHEDRON 61 ( 15 ) 3691 - 3696 2005.4
Conformational analysis of dinaphthalene-1-carboxylate complex of Sn<sub>IV</sub>(tetraphenylporphyrin) Reviewed
H. Iwamoto, Y. Fukazawa
Heterocycles 65 ( 3 ) 523 - 529 2005.3
Conformal analysis of dinaphthalene-1-carboxylate complex of SNIV(tetraphenylporphyrin)
H Iwamoto, Y Fukazawa
HETEROCYCLES 65 ( 3 ) 523 - 529 2005.3
A model of porphyrin ring current effect
Hajime Iwamoto, Kenji Hori, Yoshimasa Fukazawa
Tetrahedron Letters 46 731 - 734 2005.1
A model of porphyrin ring current effect Reviewed
H Iwamoto, K Hori, Y Fukazawa
TETRAHEDRON LETTERS 46 ( 5 ) 731 - 734 2005.1
Conformational analysis of flexible compounds with chemical shift simulation
Hajime Iwamoto, Yoshimasa Fukazawa
Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry 63 ( 11 ) 1080 - 1089 2005
H Iwamoto, M Yamaguchi, S Hiura, Y Fukazawa
HETEROCYCLES 63 ( 9 ) 2005 - 2011 2004.9
H Iwamoto, Y Kondo, T Kawatani, T Haino, Y Fukazawa
TETRAHEDRON LETTERS 44 ( 32 ) 5975 - 5978 2003.8
Convenient synthesis of [3]catenane by olefin metathesis dimerizations
H Iwamoto, K Itoh, H Nagamiya, Y Fukazawa
TETRAHEDRON LETTERS 44 ( 31 ) 5773 - 5776 2003.7
Synthesis and binding behavior of a Zn(II)-porphyrin having calix[5]arene cap
H Iwamoto, Y Yukimasa, Y Fukazawa
TETRAHEDRON LETTERS 43 ( 45 ) 8191 - 8194 2002.11
H Iwamoto, M Hirakata, S Usui, T Haino, Y Fukazawa
TETRAHEDRON LETTERS 43 ( 1 ) 85 - 87 2002.1
Estimation of magnetic anisotropy in polycyclic aromatics
H Iwamoto, T Kawatani, Y Fukazawa
TETRAHEDRON LETTERS 42 ( 8 ) 1551 - 1553 2001.2
H Iwamoto, YY Yang, S Usui, Y Fukazawa
TETRAHEDRON LETTERS 42 ( 1 ) 49 - 51 2001.1
M Yanase, M Matsuoka, Y Tatsumi, M Suzuki, H Iwamoto, T Haino, Y Fukazawa
TETRAHEDRON LETTERS 41 ( 4 ) 493 - 497 2000.1
A synthetic approach towards the identification of periplaneta sex pheromones
Hajime Iwamoto, Takeo Harada, Takashi Takahashi, Shozo Takahashi
Heterocycles 47 139 - 142 1998.12
T Takahashi, Y Hirose, H Iwamoto, T Doi
JOURNAL OF ORGANIC CHEMISTRY 63 ( 17 ) 5742 - 5743 1998.8
Construction of A and C ring intermediates for taxol by using (3+2)-cycloaddition of nitrile oxide
T Takahashi, H Iwamoto
TETRAHEDRON LETTERS 38 ( 14 ) 2483 - 2486 1997.4
Synthesis of taxoid ring systems: AC -> ABC approach by way of intramolecular alkylation Reviewed
T. Takahashi, H. Iwamoto, K. Nagashima, T. Okabe, T. Doi
Angewandte Chemie, International Edition in English 36 ( 12 ) 1319 - 1321 1997.1
A biomimetic approach to taxol: Stereoselective synthesis of a 12-membered ring ene-epoxide
T Takahashi, T Okabe, H Iwamoto, Y Hirose, H Yamada, T Doi, S Usui, Y Fukazawa
ISRAEL JOURNAL OF CHEMISTRY 37 ( 1 ) 31 - 37 1997
Noncovalent Isotope Effect for Guest Encapsulation in Self-Assembled Molecular Capsules (vol 15, pg 13286, 2009)
T. Haino, K. Fukuta, H. Iwamoto, S. Iwata
CHEMISTRY-A EUROPEAN JOURNAL 16 ( 4 ) 1100 - 1100 2010
Construction of a catenan library using fluorous tags to explore the functional search of catenane molecules
Grant number：16K05690
2016.4 - 2019.3
System name：Grants-in-Aid for Scientific Research
Research category：Grant-in-Aid for Scientific Research (C)
Awarding organization：Japan Society for the Promotion of Science
Iwamoto Hajime
Grant amount：\4940000 （ Direct Cost: \3800000 、 Indirect Cost：\1140000 ）
Synthesis of catenanes was carried out by olefin metathesis, oxidative homo-coupling reaction of terminal alkynes, and Husigen reaction between alkyne with azide. Reaction conditions to introduce fluorous tags into nitrogen atoms of catenanes was investigated. Thus, trifluoromethanesulfonyl- and pentafluorobenzenesulfonyl-groups were introduced to catenanes to obtain the corresponding fluorous-tagged catenanes in good yields. Due to the steric hindrance of sulfonyl groups, rotation of the rings of the catenanes was blocked to give topological isomers.
Evaluation of intermolecular interaction within artificial receptors showing highly shape-selective guest encapslation
Grant number：24550043
2012.4 - 2015.3
System name：Grants-in-Aid for Scientific Research
Research category：Grant-in-Aid for Scientific Research (C)
Awarding organization：Japan Society for the Promotion of Science
IWAMOTO Hajime
Grant amount：\5590000 （ Direct Cost: \4300000 、 Indirect Cost：\1290000 ）
We synthesized artificial receptors which have a cavity formed from a calixarene and a metal porphyrin. We examined their guest binding behavior by means of variable-temperature proton NMR spectroscopy and UV-Vis spectroscopy. We have found that our synthetic receptors distinguish the slight structural differences in their guests due to stabilized H2O molecules in their cavities. Their complex structures were determined by assistance of our developed chemical shift calculation program. CH-π interaction have played a major role in the complexation.
Creation of Chromic[3] catenane controlled by its unique motion
Grant number：22750035
2010 - 2011
System name：Grants-in-Aid for Scientific Research
Research category：Grant-in-Aid for Young Scientists (B)
Awarding organization：Japan Society for the Promotion of Science
IWAMOTO Hajime
Grant amount：\4160000 （ Direct Cost: \3200000 、 Indirect Cost：\960000 ）
[3] Catenanes, which change their color according to external stimuli such as temperature and metal ions, were investigated.[3] Catenanes having chromophores were synthesized. On addition of diamine to their solution, UV spectra changes of their solution were observed with a couple of isosbestic points. Variable-temperature fluorescence spectra showed red shift of emission maximum with increasing temperature.
Creation of self-duplicated system on rotaxane synthesis
Grant number：19750035
2007 - 2008
System name：Grants-in-Aid for Scientific Research
Research category：Grant-in-Aid for Young Scientists (B)
Awarding organization：Japan Society for the Promotion of Science
IWAMOTO Hajime
Grant amount：\2040000 （ Direct Cost: \1800000 、 Indirect Cost：\240000 ）
ロタキサンの運動性により、平面π電子化合物包接能を制御するクレフト分子の創製
Grant number：16750036
2004 - 2005
System name：科学研究費助成事業
Research category：若手研究(B)
Awarding organization：日本学術振興会
岩本 啓
Grant amount：\2100000 （ Direct Cost: \2100000 ）
カテナン、ロタキサンのような機械的な結合を持ち、複雑な構造を有する分子は、新規な材料としての応用、ナノスケールの分子デバイスや分子スイッチとしての可能性から、超分子化学の分野で非常に注目を集めている。カテナンやロタキサンの持つ機械的な結合によって生じる、回転運動、往復運動、ねじれ運動、伸縮運動といった様々な運動性は、外部からの化学的、電気的、光化学的な刺激によって制御することが可能である。以前ジオキサ[2.2]-オルトシクロファン骨格を持つクレフト分子が、π-π相互作用により電子受容能を有する平面π電子化合物を包接することを見いだした。そこで、このクレフト分子にロタキサンの運動性、および運動の制御能を導入し、平面π電子化合物選択的捕捉能などの新規な機能発現を検討した。
ジオキサ[2.2]-オルトシクロファン骨格を持つクレフト分子の両末端に、環状分子部位となるクラウンエーテルを導入した分子を合成した。得られたクレフト分子と平面π電子化合物との包接能を検討したところ、テトラシアノキノジメタン、テトラシアノベンゼンを二枚のナフタレン環で挟むようにして包接することを明らかにした。次にクレフト分子とクラウンエーテルと相互作用するアンモニウムカチオンを2個有する軸分子との会合挙動をNMRを用いて観測した。その結果、クラウンエーテルとアンモニウムカチオンの相互作用により、クレフト分子は擬ロタキサンを形成することが明らかとなった。またこの擬ロタキサンは、テトラシアノキノジメタン、テトラシアノベンゼンを包接することが明らかとなった。
ANALYSIS OF DYNAMIC STRUCTURE WITH CHEMICAL SHIFT SIMULATION METHOD
Grant number：15350025
2003 - 2005
System name：Grants-in-Aid for Scientific Research
Research category：Grant-in-Aid for Scientific Research (B)
Awarding organization：Japan Society for the Promotion of Science
FUKAZAWA Yoshimasa, IWAMOTO Hajime
Grant amount：\15000000 （ Direct Cost: \15000000 ）
Determination of significantly populated conformers in extremely flexible molecules is a matter of long-standing interest. It is desirable to develop an efficient method for the conformational analysis of the flexible compounds. NMR chemical shifts reflect molecular structure. Hence, variation in the local environment affects chemical shieldings, and the change in chemical shifts of nuclei caused by adjacent substituents provides valuable information about the relative arrangement of the nuclei under study with respect to these nearby substituents. The chemical shift changes caused by the nearby substituents can thus be applicable for conformational analysis. From this point of view, we have developed an efficient method for conformational analysis of flexible organic compounds by using chemical shift simulation technique. The followings are the results of the project.
(1) Magnetic shielding effects of polar functional groups were successfully estimated and were applied for the conformational analysis of the flexible compounds, including cyclophanes, molecular tweezers, and their supramolecular complexes.
(2) A very useful model of porphyrin ring current effect was developed by using a classical line current approximation. It was found that the model can successfully elucidate the structures of several dicarboxylate complexes of Sn^<(IV)> porphyrins in solution.
(3) The newly developed method for the conformational analysis by using chemical shift simulation technique was found to be highly efficient for the structure elucidation of flexible organic compounds.
固相合成法による、ダイオキシン類レセプターライブラリーの構築
Grant number：12740349
2000 - 2001
System name：科学研究費助成事業
Research category：奨励研究(A)
Awarding organization：日本学術振興会
岩本 啓
Grant amount：\2000000 （ Direct Cost: \2000000 ）
ポリクロロダイベンゾ-p-ダイオキシン(通称ダイオキシン)類や、ポリクロロダイベンゾフラン類は、現在の環境レベルの汚染で、人体に生殖障害や免疫抑制などの影響を及ぼす可能性があるために世界各国で汚染軽減対策が進められている。そこで、ダイオキシン類が有している平面π電子とπ-πスタッキングするクレフト型分子を合成し、ホスト分子の包接によってダイオキシン類の捕捉、回収が可能と考えた。またクレフト型分子の合成に、固相合成法を用いることでダイオキシンレセプターライブラリーの構築ができると考えた。
固相でクレフト型分子を合成するため、5置換ベンゼン、および6置換ベンゼンからリンカーをのばしたテトラキスブロモメチルベンゼン化合物の合成を行った。液相反応において、テトラキスブロモメチルベンゼン誘導体とカテコール誘導体との反応を行い、クレフト型分子の合成、反応条件の最適化を行った。その結果6置換ベンゼンでは効果的に平面π電子化合物を取り込む構造になりにくいことがわかった。そこで5置換ベンゼンから誘導されるテトラキスブロモメチルベンゼン誘導体と4-ブロモカテコールとのエーテル化、続く4-アミノカテコール誘導体とのエーテルル化を行い、スキャホールドとなるクレフト型分子の合成を行った。Wang樹脂に、得られたクレフト型分子をエステル結合で導入した。現在、固相担持クレフト型分子上におけるハロゲン化アリールに対する一酸化炭素挿入反応によるアミドの合成と、アミノ基へのカルボニル化合物の導入を検討している。また液相反応によって得られた、ポルフィリン環を導入したクレフト型分子が、ダイオキシンの骨格に含まれるジオキサン部位を効率よく包接することを見いだした。
Construction of supramolecular system toward the investigation of biological events
Grant number：10304053
1998 - 2000
System name：Grants-in-Aid for Scientific Research
Research category：Grant-in-Aid for Scientific Research (A).
Awarding organization：Japan Society for the Promotion of Science
FUKAZAWA Yoshimasa, IWAMOTO Hajime, HAINO Takeharu
Grant amount：\37400000 （ Direct Cost: \37400000 ）
Molecular recognition based on the formation of host-guest complex is a fundamental chemical process. Enzymes, antibodies, receptors, and carriers all use the molecular recognition events. For the purpose of understanding and mimicking molecular recognition processes, host-guest chemistry playing a very important roll and simplified artificial receptors are useful to understand the nature of the binding on a molecular level. We have succeeded in synthesizing several artificial receptors for binding apolar organic guests such as fullerenes and several heterocycles. Calixarenes were employed as the cavity carrying unit. It was found that the calix[5]arene is a useful receptor for fullerene and connecting the two units of the receptor by covalent or non-covalent bonds resulted in the strong binding of the fullerenes. Both the uptake and release of the fullerene can be easily controlled with or without the protic acid in organic media using a self-assembling calixarene host having urea functionality. Several calixarene hosts having polar functionalities were also synthesized to examine the cooperative role of the hydrogen bonding and other non-directional forces (van del Waals and CH-π interactions and so on) for the effective binding of the polar guest such as cyclic ureas and diketopiperazines. The freedom of movement of the bound guests was analyzed by both the molecular dynamic simulation and nmr chemical shift simulation procedure. Molecular tweezers type hosts were also synthesized in order to study the effective binding the planar guests with charge transfer type interaction in organic media. Both donor-acceptor-donor and donor-acceptor-acceptor sandwich type layered arrangements were observed in the supramolecular complexes.
有機化学I
先端科学技術総論
大型機器分析技術
領域概説 B (理学)
化学特論II
統合化学入門
化学コロキウム
理学スタディ・スキルズ
課題研究
構造活性相関論
構造有機化学特論
課題研究 a
課題研究 b
数理物質科学の最前線
化学コロキウム
有機化学Ⅳ
化学基礎実習b
化学基礎実習a
理学スタディ・スキルズ
化学特論Ⅰ
Advances in Physics and Chemistry
Basic Chemistry Ⅱ
自然科学総論Ⅰ
科学技術英語
コミュニケーション演習
化学実験I
課題研究(化学科)
数理物質科学特定研究ⅡA(化学)
数理物質科学特定研究ⅡB(化学)
数理物質科学特定研究Ⅰ(化学)
数理物質科学演習Ⅰ(化学)
化学コロキュウム
有機化学特論
有機化学演習
化学基礎C
構造有機化学
基礎化学Ⅰ
課題研究
構造有機化学特論
構造活性相関論
化学実験
安全教育
化学基礎A
