List of Publications on Crysrtal Engineering

(1) T. Katagiri, F. Obara, S. Toda, and K. Furuhashi, Synthesis of Trifluorolactic Acid from 1,2-Epoxy-3,3,3-Trifluoropropane. -One Pot Tandem Ring Opening - Oxidation Reaction of Epoxide-, Synlett, , 507-508 (1994).

(2) T. Katagiri, C. Yoda, K. Ueki, T. Kubota, and K. Furuhashi, Separation of an Enantiomorph and Its Racemate by Distillation: Strong Chiral Recognizing Ability of Trifluorolactates, Chem. Lett., 115-116 (1996).

(3) T. Katagiri, K. Uneyama, Chiral Recognition by Multicenter Single Proton Hydrogen Bonding of Trifluorolactates, Chem Lett., 1330-1331 (2001).

(4) T. Katagiri, M. Duan, M. Mukae, K. Uneyama, A Crystal Engineering Utilization of Hexafurcated Hydrogen Bonding to Construction of Subnano Fluorinated Tunnels, J. Fluorine Chem., 120, 165-172 (2003).

(5) T. Katagiri, Y. Fujiwara, S. Takahashi, K. Uneyama, Intermolecular-medium and intramolecular-weak hydrogen bonding chains in the crystals of chiral trifluoromethylated amino alcohols, J. Fluorine Chem., 126, 1134-1139 (2005).

(6) S. Takahashi, T. Katagiri, K. Uneyama, A binary hydrogen bonding motif based on homochiral recognition: crystal structures and hydrogen bonding networks of meso-(R,S)-bis(trifluorolactate)s, Chem. Commun., 3658-3660 (2005).

(7) S. Takahashi, T. Katagiri, K. Uneyama, Nanoporous organic layered crystals of double-headed bis(trifluorolactate)s: Hydrogen-bonded systematic crystal structures controlled by the symmetries of molecular components, CrystEngComm., 8, 132-139 (2006).

(8) S. Takahashi, T. Jukurogi, T. Katagiri, K. Uneyama, Isomorphic supramolecular structures via one-dimensional hydrogen bonding motifs in crystals of chiral difluorolactates, trichlorolactates andtrifluorolactates, CrystEngComm., 8, 320-326 (2006).

(9) T. Katagiri, S. Takahashi, K. Kawabata, Y. Hattori, K. Kaneko, K. Uneyama, Temperature Dependent Penetration of Argon Moleculesinto Ultramicroporous Tunnel of a Fluoroorganic Molecular Crystal with Alteration of Its Unit Cell Size, Chem. Lett., 35, 504-505 (2006).

(10) T. Katagiri, S. Takahashi, Y. Tanaka, K. Kawabata, Y. Hattori, K. Kaneko, K. Uneyama, Gas Storage in Soft One-Dimensional Nano-Tunnels by Induced-Fit of Serration Structure, CrystEngComm,., 11, 347-350 (2009). （Highlighted in Chemical Science 2009, (2), C4、and News in Chemistry World）.

(11) T. Katagiri, S. Takahashi, A. Tsuboi, M. Suzaki, K. Uneyama, Discrimination of enantiomeric excess of optically active trifluorolactate by distillation: Evidence for a multi-center hydrogen bonding network in the liquid state, J. Fluorine Chem., 131 517-520 (2010).

(12) M. Yasumoto, H. Ueki, T. Ono, T. Katagiri, V. A. Soloshonok, Self-disproportionation of enantiomers of isopropyl 3,3,3-(trifluoro)lactate via sublimation: Sublimation rates vs. enantiomeric composition, J. Fluorine Chem., 131, 535-539 (2010).

(13) K. Kataoka, M. Yanagi, T. Katagiri, A Crystal Engineering Weaving of Half-Spiral Molecules by Hydrogen Bonding Chains into Tube Structures, CrystEngComm, 13, 6342-6344 (2011).

(14) T. Katagiri,* K. Kataoka, New strategy of storage of hydrogen molecules: utilization of mechanosorption of molecules in micropores, ENEOS Technical Review, 2011, 53, 63-65.

(15) K. Kataoka,T. Katagiri, Hydrogen Gas Storage in Fluorinated Ultramicroporous Tunnel Crystal, Nanoscale, 2012, 4, 5098-5101.

(16) K. Kataoka, T. Yasumoto, Y. Manabe, H. Sato,A. Yamano, T. Katagiri, A Molecular-Sized Tunnel-Porous Crystal with a Ratchet Gear Structure and Its One-way Guest-Molecule Transportation Property, Nanoscale 2013, 5, 1298-1300.

(17) José Luis Aceña, Alexander E. Sorochinsky, Toshimasa Katagiri and Vadim A. Soloshonok, Unconventional preparation of racemic crystals of isopropyl 3,3,3-trifluoro-2-hydroxypropanoate and their unusual crystallographicstructure; the ultimate preference for homochiral intermolecularinteractions, Chem. Commun., 2013, 49, 373-375.

(18) Alexander E. Sorochinsky, Toshimasa Katagiri, Taizo Ono, Alicja Wzorek, José Luis Aceña, Vadim A. Soloshonok,* Optical Purifications via Self-Disproportionation of Enantiomers by Achiral Chromatography: Case Study of a Series of α-CF₃-containing Secondary Alcohols, Chirality, 2013, 25, 365-368.

List of Publications on Fluorinated Amino Acids

(1) T. Katagiri, H. Ihara, M. Takahashi, S. Kashino, K. Furuhashi, K. Uneyama, Intermolecular SN2 Reaction at a-Carbon of Trifluoromethyl group: Preparation of Optically active 2-Trifluoromethylaziridine, Tetrahedron: Asymm., 8, 2933-2937 (1997).

(2) T. Katagiri, M. Irie, K. Uneyama, Intramolecular SN2 Reaction at a-Carbon of Trifluoromethyl Group: Preparation of 1-Cyano-2-trifluoromethylcyclopropane, Tetrahedron: Asymm., 10, 2583-2589 (1999).

(3) T. Katagiri, M. Takahashi, Y. Fujiwara, H. Ihara, General Syntheses of Optically Active a-Trifluoromethylated Amines via Ring Opening Reactions of N-Benzyl-2-trifluoro- methylaziridine, J. Org. Chem., 64, 7323-7329 (1999).

(4) T. Katagiri, M. Irie, K. Uneyama, Syntheses of Optically Active Trifluoronorcolonamic Acids, Org. Lett., 2, 2423-2425 (2000).

(5) Y. Matsukawa, J. S. Dileep Kumar, Y. Yoneyama, T. Katagiri, K. Uneyama, Reversed Diastereoselectivity in the Ring Opening Reaction of (S)-TFPO with a Chiral Aminoacetonitrile Shiff Base, Tetrahedron: Asymm., 11, 4521-4528 (2000).

(6) T. Katagiri, S. Yamaji, M. Handa, M. Irie, K. Uneyama, Diastereoselectivity Controlled by Electrostatic Repulsion between the Negative Charge on a Trifluoromethyl Group and that on Aromatic Rings, Chem. Commun., 2054-2055 (2001).

(7) T. Katagiri, M. Handa, Y. Matsukawa, J. S. Dileep Kumar, K. Uneyama, Efficient Synthesis of an Optically Pure b-Bromo-b,b-difluoroalanine Derivative, a General Precursor for b,b-Difluoroamino Acids. Tetrahedron: Asymm., 12, 1303-1311 (2001).

(8) Y. Yamauchi, T. Katagiri, K. Uneyama, The First Generation and Stereospecific Alkylation of a-Trifluoromethyl Oxiranyl Anion, Org. Lett., 4, 173-176 (2002).

(9) T. Katagiri, Y. Fujiwara, S. Takahashi, N. Ozaki, K. Uneyama, Chiral Induction Controlled by Aggregation of Organometallics: Trifluoromethylated Aminoalcohols for Chiral Ligands in Et₂Zn Alkylation of Benzaldehyde, Chem. Commun., 986-987 (2002).

(10) H. Ohkura, M. Handa, T. Katagiri K. Uneyama, Diastereoselective Synthesis of S-tert-Butyl-b-trifluoromethylisocysteine, J. Org. Chem., 67, 2693-2695 (2002).

(11) Y. Fujiwara, T. Katagiri, K. Uneyama, Trifluoromethylated Amino Alcohols as Chiral Ligands for Highly Enantioselective Reformatsky Reaction, Tetrahedron Lett., 44, 6161-6163 (2003).

(12) Y. Yamauchi, T. Kawate, H. Itahashi, T. Katagiri, K. Uneyama, Generation and Reactions of a-Trifluoromethyl Stabilized Aziridinyl Anion, a General Synthetic Precursor for Stereospecific Construction of a-Amino-a-trifluoromethylated Quaternary Carbon, Tetrahedron Lett., 44, 6319-6322 (2003).

(13) Y. Yamauchi, T. Kawate, T. Katagiri, K. Uneyama, Application of Trifluoromethyl Group Stabilizing Optically Active Oxiranyl and Aziridinyl Anions for Stereospecific Syntheses of Trifluoromethylated Compounds, Tetrahedron, 59, 9839-9847 (2003).

(14) G. Takikawa, T. Katagiri, K. Uneyama, Preparation and Synthetic Application of a Novel Ketene Silyl Acetal of Methyl Trifluoropyruvate, J. Org. Chem., 70, 8811-8816 (2005).

(15) T. Katagiri, N. Iguchi, T. Kawate, S. Takahashi, K. Uneyama, Trifluoromethylated Amino Alcohol as Chiral Auxiliary for Highly Diastereoselective and Fast Simmons-Smith Cyclopropanation of Allylic Amine, Tetrahedron: Asymm., 17, 1157-1160 (2006).

(16) A. Harada, Y. Fujiwara, T. Katagiri, Improvement of Asymmetric-inducing Ability of Trifluoromethylated Amino Alcohol by Electron Charging to CF₃ group, Tetrahedron: Asymm., 19, 1210-1214 (2008).

(17) T. Katagiri, Y. Katayama, M. Taeda, T. Oshima, N. Iguchi, K. Uneyama, Preparation of optically pure alpha-trifluoromethyl-alpha-amino acids from N-tosyl-2-trifluoromethyl-2-alkyloxycarbonyl aziridine", J. Org. Chem. 2011, 76, 9305-9311.

(1) K. Uneyama,* T. Katagiri, H. Amii, New Approaches to Stereoselective Synthesis of Fluorinated Amino Acids, Synth. Org. Chem. Jpn. 2002, 60, 1069-1075.

(2) T. Katagiri, K. Uneyama,* Stereospecific Substitution at a-Carbon to Trifluoromethyl Group: Application to Optically Active Fluorinated Amino Acid Syntheses, Chirality 2003, 15, 4-9.

(3) K. Uneyama,* T. Katagiri, H. Amii, a-trifluoromethylated carbanion synthons, Acc. Chem. Res. 2008, 41, 817-829.

(5) T. Katagiri,* Synthesis of Stereochemically Defined Trifluoromethyl-Contaning Compounds through (S)-3,3,3-Trifluoropropene Oxide, in Enantiocontrolled Synthesis of Fluoro-Organic Compounds: Stereochemical Challenges and Biomedicinal Targets. V. A. Soloshonok, Ed., Wiley: Chichester, p 161-178 (1999).

(6) T. Katagiri,* K. Uneyama, Functional group transformations at a-carbon to trifluoromethyl group, in ACS symposium series 911, Fluorine-Containing Synthons, ed by V. Soloshonok, ACS, Washington DC (2005).

List of Publications on Electron Transfer Reactions

(1) K. Maruyama, J. Hayami, and T. Katagiri, Two Intermediates Observed in the Grignard Reaction with Benzophenone, Chem. Lett. 1986, 601-604.

(2) K. Maruyama and T. Katagiri, Mechanism of the Grignard Reaction. Reaction of Benzil, J. Am. Chem. Soc. 1986, 108, 6263-6270.

(3) K. Maruyama and T. Katagiri, Direct Evidence supporting a Dimer Structure of Stable Radical Intermediate Appeared in the Grignard Reaction, Chem. Lett. 1987, 731-734.

(4) K. Maruyama and T. Katagiri, Investigation of Intermediate Radicals in the Grignard Reactions. Rates of Electron Transfer and of Successive R•Transfer to ketones from Grignard Reagents, Chem. Lett. 1987, 735-738.

(5) K. Maruyama and T. Katagiri, Structure of Radical Intermediates Appearing in the Grignard Reaction of Monoketones, J. Phys. Org. Chem., 1988, 1, 21-27.

(6) K. Maruyama and T. Katagiri, Mechanism of the Grignard Reaction, J. Phys. Org. Chem. 1989, 2, 205-213.

(7) K. Maruyama and T. Katagiri, The Grignard Reaction of a-Diketones. Radical Intermediates as the Determinant of Carbon- and Oxygen-Attacked Products, J. Phys. Org. Chem. 1991, 4, 158-162.

(8) K. Maruyama, T. Katagiri, Controlling Factors Determining Addition and Reduction Products in the Grignard Reaction of Substituted Benzophenones, Acetophenone and Fluorenone with 'EtMgBr', J. Phys. Org. Chem. 1991, 4, 381-386.

(9) K. Maruyama, Y. Matano, T. Katagiri, Product-Determining Factors in the Grignard Reactions of Benzophenones. The Role of the Structure of Alkyl Groups in Grignard Reagents, J. Phys. Org. Chem. 1991, 4, 501-515.

(10) K. Uneyama, F. Yan, S. Hirama, and T. Katagiri, Tandem Alkylation-Defluorination Reaction: Synthesis of 2-(N-Alkyl-N-aryl)amino-3,3-difluoropropenoates from 2-(N-Aryl)imino-3,3,3-trifluoropropanoates, Tetrahedron Lett. 1996, 37, 2045-2048.

(11) K. Uneyama, K. Maeda, T. Kato, T. Katagiri, Preparation of 2,2-Difluoroenol Silyl Ethers by Electroreductive Defluorination of Trifluoromethyl Ketones, Tetrahedron Lett. 1998, 39, 374-3744.

(12) T. Katagiri, F. Ozaki, Y. Tanaka, A Preparation of 3,3-Difluoropyruvate from Trifluoroacetic anhydride、J. Fluorine Chem. 2009, 130, 682-683.

(13) T. Katagiri, H. Nakanishi, K. Ohno, T. Seiki, A. Isobe, K. Kataoka, K. Uneyama, Preparation of (E)-1-aryl-3,3,3-trifluoro-1,2-di(trimethylsilyl)-1-propenes via stereoselective bissilylation of trifluoromethyl aryl acetylenes and electrophilic substitution of its TMS groups, Tetrahedron, 2011, 67, 3041-3045.

(14) S. Utsumi, T. Katagiri, K. Uneyama, “Defluorinationesilylation of alkyl trifluoroacetates to 2,2-difluoro-2-(trimethylsilyl)acetates by copper-deposited magnesium and trimethylsilyl chloride”, Tetrahedron 2012, 68, 580-583.

(15) S. Utsumi, T. Katagiri, K. Uneyama, “Cu-deposits on Mg metal surfaces promote electron transfer reactions”, Tetrahedron 2012, 68, 1085-1091.

(16) T. Kitamura, K. Gondo, T. Katagiri, Synthesis of 1,2-Bis(trimethylsilyl) benzene derivatives from 1,2-dichlorobenzenes Using Hybrid Metal Mg/CuCl in the presence of LiCl in 1,3-dimethyl-2-imidazolidinone, J. Org. Chem., 2013, 78 3421-3424.

(1) Shinya Utsumi, Toshimasa Katagiri*, and Kenji Uneyama, Mg-Cu Bimetal System for Selective C-F Bond Activation, J. Fluorine Chem. 2013, 152, 84-89.

(2) K. Maruyama,* T. Katagiri, Mechanism of Grignard Reaction, in Physical Organic Chemistry 1986, Ed. by M. Kobayashi" Elservier,Amsterdam, (1987) pp 219-226.

(3) K. Maruyama,* T. Katagiri, Grignard Reaction of Ketones. Electron and Subsequent R. Transfer Processes to Ketones, in Organic Free Radicals, Ed.by H. Fischer, H. Heimgartner, Springer-Verlag, Berlin, (1988) pp 117-118.

(4) S. Torii,* T. Hase, M. Kuroboshi, C. Amatore, A. Jutand, T. Katagiri, H. Kawabuchi, Synthesis of Terminal-Biradical Compounds Consisting of Two N-oxyl Groups Connected with Conjugated p-Systems, in Novel Trends in Electroorganic Synthesis. Torii, S. Ed. Springer: Tokyo, (1998). pp 87-88.

(5) K. Uneyama,* T. Kato, K. Maeda, T. Katagiri, Electrochemical Syntheses of Organofluorine Compounds, in Novel Trends in Electroorganic Synthesis. Torii, S. Ed. Springer: Tokyo, (1998). pp 301-302.