Research Papers (before 2019)

2019

[56] “Multiple Resonance Effect-Induced Sky-Blue Thermally Activated Delayed Fluorescence with a Narrow Emission Band”

Oda, S.; Kawakami, B.; Kawasumi, R.; Okita, R.; Hatakeyama, T.
Org. Lett. 2019, 21, 9311−9314. doi
Selected as a Supplementary Cover of Organic Letters.

[55] “Narrowband deep-blue organic light-emitting diode featuring an organoboron-based emitter”

Kondo, Y.; Yoshiura, K.; Kitera, S.; Nishi, H.; Oda, S.; Gotoh, H.; Sasada, Y.; Yanai, M.; Hatakeyama, T.
Nature Photonics 2019, 13, 678−682. doi

[54] “Tetracoordinate Boron-Fused Double [5]Helicenes as Cathode Active Materials for Lithium Batteries”

Oda, S.; Shimizu, T.; Katayama, T.; Yoshikawa, H.; Hatakeyama, T.
Org. Lett. 2019, 21, 1770−1773. doi

[53] “Synthesis of Tetracoordinate Boron‐Fused Benzoaceanthrylene Analogs via Tandem Electrophilic C–H Borylation”

Oda, S.; Abe, H.; Yasuda, N.; Hatakeyama, T.
Chem. Asian. J. 2019, 14, 1657−1661. doi

[52] “Iron-Catalyzed Cross Coupling of Aryl Chlorides with Alkyl Grignard Reagents: Synthetic scope and FeII/FeIV mechanism supported by X-ray absorption spectroscopy and density functional theory calculations”

Agata, R.; Takaya, H.; Matsuda, H.; Nakatani, N.; Takeuchi, K.; Iwamoto, T.; Hatakeyama, T.; Nakamura, M.
Bull. Chem. Soc. Jpn. 2019, 92, 381–390 (BCSJ Award Article). doi

2018

[51] “π-Stacked Polymer Consisting of a Pseudo–meta–[2.2]Paracyclophane Skeleton”

Maeda, H.; Kameda, M.; Hatakeyama, T.; Morisaki, Y.
Polymers 2018, 10, 1140. doi

[50] “Four-Step Synthesis of B2N2-embedded Corannulene”

Nakatsuka, S.; Yasuda, N.; Hatakeyama, T.
J. Am. Chem. Soc. 2018, 140, 13562–13565. doi
Selected as a Supplementary Cover of JACS.
Highlighted in Synfacts, 2018, 14, 1250. doi

[49] “Triangulene-based Efficient Exciton Blocking Material for Organic Light-emitting Diodes”

Gotoh, H.; Nakatsuka, S.; Kondo, Y.; Sasada, Y.; Hatakeyama, T.
Chem. Lett. 2018, 47, 920-922. doi

[48] “Multiple Heteroatom Substitution to Graphene Nanoribbon”

Kawai, S.; Nakatsuka, S.; Hatakeyama, T.; Pawlak, R.; Meier, T.; Tracey, J.; Meyer, E.; Foster, A. S.
Sci. Adv. 2018, 4, eaar7181. doi

[47] “High-Efficiency Ultrapure Green Organic Light-Emitting Diodes”

Fukagawa, H.; Oono, T.; Iwasaki, Y.; Hatakeyama, T.; Shimizu, T.
Mater. Chem. Front. 2018, 2, 704-709. doi

[46] “One-Shot Multiple Borylation toward BN-Doped Nanographenes”

Matsui, K.; Oda, S.; Yoshiura, K.; Nakajima, K.; Yasuda, N.; Hatakeyama, T.
J. Am. Chem. Soc. 2018, 140, 1195-1198. doi
Selected as a Front Cover of JACS.
Highlighted in JACS Spotlights, 2018, 140, 1183-1183. doi
Highlighted in Synfacts, 2018, 14, 0028. doi

2017

[45] “Light Amplification in Molecules Exhibiting Thermally Activated Delayed Fluorescence”

Nakanotani, H.; Furukawa, T.; Hosokai, T.; Hatakeyama, T.; Adachi, C.
Adv. Opt. Mater. 2017, 5, 1700051–1700055. doi

[44] “5,9-Dioxa-13b-Oxophosphanaphtho[3,2,1-de]anthracenes Prepared by Tandem Phospha-Friedel–Crafts Reaction as Hole-/Exciton-Blocking Materials for OLEDs”

Nakatsuka, S.; Gotoh, H.; Kageyama, A.; Sasada, Y.; Ikuta, T.; Hatakeyama, T.
Organometallics 2017, 36, 2622–2631. doi

[43] “Divergent Synthesis of Heteroatom-Centered 4,8,12-Triazatriangulenes”

Nakatsuka, S.; Gotoh, H.; Kinoshita, K.; Yasuda, N.; Hatakeyama, T.
Angew. Chem., Int. Ed. 2017, 56, 5087–5090. doi
Selected as a Back Cover and a Hot Paper of Angewandte Chemie.
Highlighted in ChemistryViews

2016

[42] “Synthesis of Boronate-Based Benzo[fg]tetracene and Benzo[hi]hexacene via Demethylative Direct Borylation”

Numano, M.; Nagami, N.; Nakatsuka, S.; Katayama, T.; Nakajima, K.; Tatsumi, S.; Yasuda, N.; Hatakeyama, T.
Chem. Eur. J. 2016, 22, 11574-11577. doi

[41] “Two-step Synthesis of Boron-Fused Double Helicenes”

Katayama, T.; Nakatsuka, S.; Hirai, H.; Yasuda, N.; Kumar, J.; Kawai, T.; Hatakeyama, T.
J. Am. Chem. Soc. 2016, 138, 5210-5213. doi Highlighted in SYNFACTS, 2016, 12, 0690.

[40] “Ultrapure Blue Thermally Activated Delayed Fluorescence Molecules: Efficient HOMO–LUMO Separation by the Multiple Resonance Effect”

Hatakeyama, T.; Shiren. K.; Nakajima, K.; Nomura, S.; Nakatsuka, S.; Kinoshita, K.; Ni, J.; Ono, Y.; Ikuta, T.
Adv. Mater. 2016, 28, 2777-2781. doi

2015

[39] “Synthesis of Boron-Doped Polycyclic Aromatic Hydrocarbons by Tandem Intramolecular Electrophilic Arene Borylation”

Miyamoto, F.; Nakatsuka, S.; Yamada, K.; Nakayama, K.; Hatakeyama, T.
Org. Lett. 2015, 17, 6158–6161. doi

[38] “One-Step Borylation of 1,3-Diaryloxybenzenes Towards Efficient Materials for Organic Light-Emitting Diodes”

Hirai, H.; Nakajima, K.; Nakatsuka, S.; Shiren, K.; Ni, J.; Nomura, S.; Ikuta, T.; Hatakeyama, T.
Angew. Chem., Int. Ed. 2015, 54, 13581-13585. doi Highlighted in SYNFACTS, 2015, 11, 1272.

[37] “Iron Fluoride/N-Heterocyclic Carbene-Catalyzed Cross-Coupling between Deactivated Aryl Chlorides and Alkyl Grignard Reagents with/without β-Hydrogens”

Agata, R.; Iwamoto, T.; Nakagawa, N.; Isozaki, K.; Hatakeyama, T.; Takaya, H.; Nakamura, M.
Synthesis 2015, 47, 1733-1740. doi

[36] “Iron-Catalyzed Suzuki–Miyaura Coupling Reaction of Unactivated Alkyl Halides with Lithium Alkynylborates”

Nakagawa, N.; Hatakeyama, T.; Nakamura, M.
Chem. Lett. 2015, 44, 486-488. doi

[35] “Investigation of Organoiron Catalysis in Kumada–Tamao–Corriu-Type Cross-Coupling Reaction Assisted by Solution-Phase X-ray Absorption Spectroscopy”

Takaya, H.; Nakajima, S.; Nakagawa, N.; Isozaki, K.; Iwamoto, T.; Imayoshi, R.; Gower,N. J.; Adak, L.; Hatakeyama, T.; Honma, T.; Takagaki, M.; Sunada, Y.; Nagashima, H.; Hashizume, D.; Takahashi, O.; Nakamura, M.
Bull. Chem. Soc. J. 2015, 88, 410-418 (BCSJ Award Article). doi

[34] “Iron-Catalyzed Diboration and Carboboration of Alkynes”

Nakagawa, N.; Hatakeyama, T.; Nakamura, M.
Chem. Eur. J. 2015, 21, 4257-4261. doi Highlighted in SYNFACTS, 2015, 11, 0418.

[33] “Synthesis of 2,7-Disubstituted 5,10-Diaryl-5,10-dihydrophenazines via Iron-Catalyzed Intramolecular Ring-Closing C–H Amination”

Aoki, Y.; Imayoshi, R.; Hatakeyama, T.; Takaya, H.; Nakamura, M.
Heterocycles 2015, 90, 893-890 (Kuwajima Special Issue). doi

2014

[32] “Construction of a Highly Distorted Benzene Ring in a Double Helicene”

Hashimoto, S.; Nakatsuka, S.; Nakamura, M.; Hatakeyama, T.
Angew. Chem., Int. Ed. 2014, 53, 14074–14076. doi Highlighted in SYNFACTS, 2015, 11, 0031 (SYNFACT of the Month).

[31] “Triplet-Energy Control of Polycyclic Aromatic Hydrocarbons by BN Replacement: Development of Ambipolar Host Materials for Phosphorescent OLEDs”

Hashimoto, S.; Ikuta, T.; Shiren, K.; Nakatsuka, S.; Ni, J.; Nakamura, M.; Hatakeyama, T.
Chem. Mater. 2014, 26, 6265-6271. doi

2013

[30] “DFT Study on 5-Endo-Trig-Type Cyclization of 3-Alkenoic Acids Using Pd-SPRIX Catalyst: Importance of the Rigid Spiro Framework for Both Selectivity and Reactivity”

Gabr, R. K.; Hatakeyama, T.; Takenaka, K.; Takizawa, S.; Okada, Y.; Nakamura, M.; Sasai, H.
Chem. Eur. J. 2013, 18, 9518-9525. doi

2012

[29] “Iron-Catalyzed Aromatic Amination for Nonsymmetrical Triarylamine Synthesis.”

Hatakeyama, T.; Imayoshi, R.; Yoshimoto, Y.; Ghorai, S. K.; Jin, M.; Takaya, H.; Norisue, K.; Sohrin, Y.; Nakamura, M.
J. Am. Chem. Soc. 2012, 134, 20262-20265. doi Highlighted in SYNFACTS, 2013, 9, 0313 (SYNFACT of the Month).

[28] “Azaboradibenzo[6]helicene: Carrier Inversion Induced by Helical Homochirality.”

Hatakeyama, T.; Hashimoto, S.; Oba, T.; Nakamura, M.
J. Am. Chem. Soc. 2012, 134, 19600-19603. doi Highlighted in JACS Spotlights, 2013, 135, 1-1. doi Highlighted in SYNFACTS, 2013, 9, 0157.

[27] “Iron Promoted Conjugate Addition: Implication of the Six-Centered Mechanism Based on the Isolation of the Iron-Enolate Intermediate.”

Noda, D.; Sunada, Y.; Hatakeyama, T.; Nakamura, M.; Nagashima, H.
Chem. Commun. 2012, 48, 12231-12233. doi

[26] “Iron-Catalyzed Alkyl-Alkyl Suzuki-Miyaura Coupling.”

Hatakeyama, T.; Hashimoto, T.; Kathriarachchi, K. K. A. D. S.; Zenmyo T.; Seike, H.; Nakamura, M. Angew. Chem., Int. Ed. 2012, 51, 8834-8837. doi Highlighted in SYNFACTS, 2012, 8, 1237.
Selected as a Hot Paper of Angewandte Chemie.

[25] “Cross-Coupling of Non-activated Chloroalkanes with Aryl Grignard Reagents in the Presence of Iron/N-Heterocyclic Carbene Catalysts.”

Ghorai, S. K.; Jin, M.; Hatakeyama, T.; Nakamura, M.
Org. Lett. 2012, 14, 1066-1069. doi

[24] “Stereospecific Cross-Coupling between Alkenylboronates and Alkyl Halides Catalyzed by Iron-Bisphosphine Complexes.”

Hashimoto, T.; Hatakeyama, T.; Nakamura, M.
J. Org. Chem. 2012, 77, 1168-1173. doi Highlighted in JACS β, 2012, 77.

2011

[23] “Synthesis of BN-fused Polycyclic Aromatics via Tandem Intramolecular Electrophilic Arene Borylation.”

Hatakeyama, T.; Hashimoto, S.; Seki, S.; Nakamura, M.
J. Am. Chem. Soc. 2011, 133, 18614-18617. doi Highlighted in SYNFACTS, 2012, 8, 0159.

[22] “Kumada-Tamao-Corriu Coupling of Alkyl Halides Catalyzed by an Iron-Bisphosphine Complex.”

Hatakeyama, T.; Fujiwara, Y.; Okada, Y.; Itoh, T.; Hashimoto, T.; Kawamura, S.; Ogata, K.; Takaya, H.; Nakamura, M.
Chem. Lett. 2011, 40, 1030-1032. doi

[21] “Tuning Chemoselectivity in Iron-Catalyzed Sonogashira-type Reaction Using a Bisphosphine Ligand with Peripheral Steric Bulk: Selective Alkynylation of Non-activated Alkyl Halides.”

Hatakeyama, T.; Okada, Y.; Yoshimoto, Y.; Nakamura, M.
Angew. Chem., Int. Ed. 2011, 50, 10973-10976. doi (back cover picture doi) Highlighted in SYNFORM, 2012, A14. Highlighted in SYNFACTS, 2012, 8, 0193 (SYNFACT of the Month).

[20] “Tandem Phospha-Friedel-Crafts Reaction Toward Curved π-Conjugated Frameworks with a Phosphorus Ring Junction.”

Hatakeyama, T.; Hashimoto, S.; Nakamura, M.
Org. Lett. 2011, 13, 2130-2133. doi

2010

[19] “Nickel-Catalyzed Alkenylative Cross-Coupling Reaction of Alkyl Sulfides.”

Ishizuka, K.; Seike, H.; Hatakeyama, T.; Nakamura, M.
J. Am. Chem. Soc. 2010, 132, 13117-13119. doi Highlighted in SYNFACTS, 2010, 1402.

[18] “Iron-Catalyzed Suzuki-Miyaura Coupling of Alkyl Halides.”

Hatakeyama, T.; Hashimoto, T.; Kondo, Y.; Fujiwara, Y.; Seike, H.; Takaya, H.; Tamada, Y.; Ono, T.; Nakamura, M.
J. Am. Chem. Soc. 2010, 132, 10674-10676. doi Highlighted in SYNFACTS, 2010, 1290.

[17] “Transition-Metal-Free Electrophilic Amination between Aryl Grignard Reagents and N-Chloroamines.”

Hatakeyama, T.; Yoshimoto, Y.; Ghorai, S. K.; Nakamura, M.
Org. Lett. 2010, 12, 1516-1519. doi Highlighted in SYNFACTS, 2010, 0821.

2009

[16] “Iron-Catalyzed Negishi Coupling Toward an Effective Olefin Synthesis.”

Hatakeyama, T.; Nakagawa, N.; Nakamura, M.
Org. Lett.2009, 11, 4496-4499. doi Highlighted in SYNFACTS, 2010, 0089.

[15] “Highly Selective Biaryl Cross-Coupling Reactions between Aryl Halides and Aryl Grignard Reagents: A New Catalyst Combination of N-Heterocyclic Carbenes and Iron, Cobalt, and Nickel Fluorides.”

Hatakeyama, T.; Hashimoto, S.; Ishizuka, K.; Nakamura, M.
J. Am. Chem. Soc. 2009, 131, 11949-11963. doi Highlighted in SYNFACTS, 2009, 11, 1268.

[14] “Effect of TMEDA on Iron-Catalyzed Coupling Reactions of ArMgX with Alkyl Halides.”

Noda, D.; Sunada, Y.; Hatakeyama, T.; Nakamura, M.; Nagashima, H.
J. Am. Chem. Soc. 2009, 131, 6078-6079. doi Highlighted in SYNFACTS, 2009, 0751.

[13] “Laterally mobile, functionalized self-assembled monolayers at the fluorous-aqueous interface in a plug based microfluidic system: characterization and testing with membrane protein crystallization”

Kreutz, J.; Li, L.; Roach, S.; Hatakeyama, T.; Ismagilov, R. F.
J. Am. Chem. Soc. 2009, 131, 6042-6043.

[12] “Iron-Catalysed Fluoroaromatic Coupling Reactions under Catalytic Modulation with 1,2-Bis(diphenylphosphino)benzene”

Hatakeyama, T.; Kondo, Y.; Fujiwara, Y.; Takaya, H.; Ito, S.; Nakamura, E.; Nakamura, M.
Chem. Comm. 2009, 1216-1218. doi Selected as a Hot Paper of Chem. Commun. doi

2008

[11] “Diastereoselective Addition of Zincated Hydrazones to Alkenylboronates and Stereospecific Trapping of Boron/Zinc Bimetallic Intermediates by Carbon Electrophiles”

Hatakeyama, T.; Nakamura, M.; Nakamura, E.
J. Am. Chem. Soc. 2008, 130, 15688-15701. doi

[10] “Iron-Catalyzed Enyne Cross-Coupling Reaction”

Hatakeyama, T.; Yoshimoto, Y; Toma, G.: Nakamura, M.
Org. Lett. 2008, 10, 5541-5544. doi Highlighted in SYNFACTS, 2009, 0317.

2007

[9] “Regioselective alpha-Alkylation of Ketones with Alkyl Chlorides and Fluorides via Highly Nucleophilic Magnesium Enamides”

Hatakeyama, T.; Ito, S.; Yamane, H.; Nakamura, M.; Nakamura, E.
Tetrahedron 2007, 63, 8440-8448. doi

[8] “Indium-Catalyzed 2-Alkenylation of 1,3-Dicarbonyl Compounds with Unactivated Alkynes”

Endo, K.; Hatakeyama, T.; Nakamura, M.; Nakamura, E.
J. Am. Chem. Soc. 2007, 129, 5264-5271. doi

[7] “Iron-Catalyzed Selective Biaryl Coupling: Remarkable Suppression of Homocoupling by the Fluoride Anion”

Hatakeyama, T.; Nakamura, M.
J. Am. Chem. Soc. 2007, 129, 9844-9845. doi Highlighted in SYNFACTS, 2007, 1199.

2006

[6] “Microgram-Scale Testing of Reaction Conditions in Solution Using Nanoliter Plugs in Microfluidics with Detection by MALDI-MS”

Hatakeyama, T.; Chen, D. L.; Ismagilov, R. F.
J. Am. Chem. Soc. 2006, 128, 2518-2519. Highlighted in Nature, 2006, 439, 767.

2005

[5] “Alkylation of Magnesium Enamide with Alkyl Chlorides and Fluorides”

Hatakeyama, T.; Ito, S.; Nakamura, M.; Nakamura,E.
J. Am. Chem. Soc. 2005, 127, 14192-14193. Highlighted in SYNFACTS, 2006, 0057.

2004

[4] “Sequential Coupling of Zincated Hydrazone, Alkenylboronate, and Electrophile that Creates Several Contiguous Stereogenic Centers”

Nakamura, M.; Hatakeyama, T.; Hara, K.; Fukudome, H.; Nakamura, E.
J. Am. Chem. Soc. 2004, 126, 14344-14345.

[3] “alpha-Alkylation of Ketones by Addition of Zinc Enamides to Unactivated Olefins”

Nakamura, M.; Hatakeyama, T.; Nakamura, E.
J. Am. Chem. Soc. 2004, 126, 11820-11825.

2003

[2] “Enantioselective Synthesis of alpha-Substituted Ketones by Asymmetric Addition of Chiral Zinc Enamides to 1-Alkenes”

Nakamura, M.; Hatakeyama, T.; Hara, K.; Nakamura, E.
J. Am. Chem. Soc. 2003, 125, 6362-6363.

[1] “Regioselective Allylzincation of Vinylboronate”

M.; Hara, K.; Hatakeyama, T.; Nakamura, E.
Org.Lett. 2001, 3, 3137-3140.