Hiroto Group HP

Cover Pictures / Publication Lists / Contributions / Books

Cover Pictures

↑ PAGE TOP

List of Publications

2023

(1)	Synthesis of π-extended aza[5]helicenes bearing Au(I)-acetylides at the outside or inside of the helix
	S. Hiroto, M. Ura
	Tetrahedron Lett., Accepted (2023).

2022

(1)	A Strategy for Polar Crystals with Dipolar Heterohelicenes
	S. Hiroto, M. Wakita, M. Chujo
	Chem. Asian. J, 17, e202200808 (2022).

2021

(1)	Heteroatoms in bowl-shaped polycyclic aromatic hydrocarbons: Synthesis and structures
	S. Hiroto
	Chem. Lett., 50, 1146-1155 (2021).

2020

(2)	“Helical pitch dependent optical properties of π-extended aza[5]helicene radical cations”
	S. Hiroto,
	Bull. Chem. Soc. Jpn. , 93, 1334-1338 (2020) (doi: 10.1246/bcsj.20200181).
(1)	Development of synthetic protocols for porphyrins and their analogs based on distorted structures (Award Account)
	S. Hiroto
	J. Porphyrins Phthalocyanines, 24, 1258 (2020).

2019

(6)	“Amplified Heavy-Atom Free Phosphorescence from Meta-Dimethoxy Difluoroboron β-Diketonate Charge-Transfer Materials”
	C. DeRosa, S. Hiroto, C. L. Fraser,
	J. Phys. Chem. C. , 123, 20488 (2019).
(5)	“Regioselective desilylation of a π-extended aza[5]helicene”
	A. Ushiyama, H. Shinokubo, *S. Hiroto,
	Chem. Lett., 48, 1069 (2019).
(4)	“Ni(II) 10-Phosphacorrole: A Porphyrin Analogue Containing Phosphorus at the Meso Position”
	H. Omori, S. Hiroto, Y. Takeda, H. Fliegl, S. Minakata, *H. Shinokubo
	J. Am. Chem. Soc., 141, 4800-4805 (2019).
(3)	“Synthesis of dihydropyrazine-fused porphyrin dimers”
	A. Takiguchi, M. Wakita, S. Hiroto, H. Shinokubo
	Chem. Lett., 48, 371-373. (2019). *Selected as Editor's Choice*
(2)	π‐Conjugated Compounds for Molecular Materials (Editorial)
	S. Hiroto, J. Wu
	Chem. Asian. J., 14, 1600 (2019).
(1)	Synthesis of π‐functional molecules through oxidation of aromatic amines
	S. Hiroto
	Chem. Asian. J., 14, 2514 (2019)

2018

(6)	“X-Shaped Cyclobutane-Linked Tetraporphyrins through a Thermal [2+2] Cycloaddition of Etheno-Fused Diporphyrins”
	T. Nagai, A. Takiguchi, M. Ueda, K. Oda, S. Hiroto, *H. Shinokubo
	J. Am. Chem. Soc., 140, 8392. (2018).
(5)	“Azabuckybowl-Based Molecular Tweezers as C₆₀ and C₇₀ Receptors”
	M. Takeda, S. Hiroto, H. Yokoi, S. Lee, D. Kim, *H. Shinokubo
	J. Am. Chem. Soc., 140, 6336-6342. (2018). *Highlighted in Supplementary cover*
(4)	“Reversible σ-Bond Formation in Bowl-Shaped π-Radical Cations: The Effects of Curved and Planar Structures”
	H. Yokoi, S. Hiroto, H. Shinokubo
	J. Am. Chem. Soc., 140, 4649–4655. (2018).
(3)	“Supramolecular assemblies of a nitrogen-embedded buckybowl dimer with C₆₀”
	H. Yokoi, S. Hiroto, D. Sakamaki, S. Seki, H. Shinokubo
	Chem. Sci., 9, 819-824. (2018). *Highlighted in Inside Front cover*
(2)	Innovative Synthesis and Functions of Curved-π Conjugated Molecules
	S. Hiroto
	Bull. Chem. Soc. Jpn., 91, 829 (2018).
(1)	Synthesis of Heteroatom-Containing Curved π-Conjugated Molecules
	S. Hiroto, H. Shinokubo
	J. Synth. Org. Chem. Jpn., 76, 37-44. (2018).

2017

(7)	“Acid-Mediated Migration of Bromide in an Antiaromatic Porphyrinoid: Preparation of Two Regioisomeric Ni(II) Bromonorcorroles”
	H. Kawashima, S. Hiroto, *H. Shinokubo
	J. Org. Chem., 72, 10425-10432 (2017).
(6)	“Shaping Antiaromatic π-System by Metallation: Synthesis of a Bowl-Shaped Antiaromatic Pd-Norcorrole”
	T. Yonezawa, S. A. Shafie, S. Hiroto, *H. Shinokubo
	Angew. Chem. Int. Ed., 56, 11822-11825 (2017).
(5)	“π-Extended Dihydrophenazines with Three-State NIR Electrochromism Involving Large Conformational Changes”
	J. Nagasaki, S. Hiroto, H. Shinokubo
	Chem. Asian. J., 12, 2311-2317 (2017). *Highlighted in Front cover*
(4)	“NIR Mechanochromic Behaviours of Tetracyanoethylene-Bridged Hexa-peri-Hexabenzocoronene Dimer and Trimer through Dissociation of C-C Bonds”
	K. Oda, S. Hiroto, H. Shinokubo
	J. Mater. Chem. C, 5, 5310-5315 (2017). *Highlighted in Front cover* *Selected as Hot Paper*
(3)	“10-Silacorroles Exhibiting NIR Absorption and Emission”
	H. Omori, S. Hiroto, H. Shinokubo
	Chem. Eur. J., 23, 7866 (2017). *Highlighted in frontispiece* *Selected as Hot Paper*
(2)	“Synthesis of bright red-emissive dicyanoetheno-bridged hexa-peri-hexabenzocoronene dimers”
	K. Oda, S. Hiroto, H. Shinokubo
	Org. Biomol. Chem., 15, 1426-1434 (2017).
(1)	“Synthesis of a figure-eight azahelicene dimer with high emission and CPL properties”
	A. Ushiyama, S. Hiroto, J. Yuasa, T. Kawai, H. Shinokubo
	Org. Chem. Front., 4 664 (2017).

2016

(5)	“Synthesis of Free-Base 10-Azacorroles”
	H. Omori, S. Hiroto, H. Shinokubo
	Org. Lett., 18, 2978-2981 (2016).
(4)	“Control of Conformation and Chirality of Nonplanar π-Conjugated Diporphyrins Using Substituents and Axial Ligands”
	S. Ito, S. Hiroto, N. Ousaka, E. Yashima, H. Shinokubo
	Chem. Asian. J., 11, 936-942 (2016). *Highlighted in inside cover*
(3)	“Synthesis of Ni(II) and Al(III) 10-azacorroles through coordination-induced cyclisation involving 1,2-migration”
	H. Omori, S. Hiroto, H. Shinokubo
	Chem. Commun., 52, 3540-3543 (2016).
(2)	“Fully-Substituted 1,3-Butadienes as π-Conjugated Linkers between Pyrenes”
	K. Oda, S. Hiroto, D. Sakamaki, S. Seki, H. Shinokubo
	Chem. Lett., 45, 403-405 (2016).
(1)	Synthesis and Functionalization of Porphyrins through Organometallic Methodologies
	S. Hiroto, Y. Miyake, H. Shinokubo
	Chem. Rev., 117, 2910-3043. (2016).

2015

(6)	“Indolylindolinone: Easily Accessible, Tunable, and Wide-Range Absorbing Dyes”
	A. Shigeno, T. Matsuno, S. Hiroto, H. Shinokubo
	Chem. Lett., 44, 1703-1705. (2015).
(5)	“Nitrogen-embedded buckybowl and its assembly with C60”
	H. Yokoi, Y. Hiraoka, S. Hiroto, D. Sakamaki, S. Seki, H. Shinokubo
	Nat. Commun., 6, 8215. (2015). *Highlighted in Natureasia*
(4)	“Regioselective Nucleophilic Functionalization of Antiaromatic Ni(II) Norcorrole”
	R. Nozawa, K. Yamamoto, J.-Y. Shin, S. Hiroto, *H. Shinokubo
	Angew. Chem. Int. Ed., 54, 8454-8457. (2015).
(3)	“Isolation of a 1,4-diketone intermediate in oxidative dimerization of 2-hydroxyanthracene and its conversion to oxahelicene”
	T. Matsuno, Y. Koyama, S. Hiroto, J. Kumar, T. Kawai, H. Shinokubo
	Chem. Commun., 51, 4607-4610 (2015).
(2)	“Macrocyclic dipyrrin dimer bridged by ethylene and dioxyphenylene linkers”
	J.-Y. Shin, S. Hiroto, *H. Shinokubo
	J. Porphyrins Phthalocyanines, 19, 135-139 (2015).
(1)	“Synthesis of Highly Twisted and Fully π-Conjugated Porphyrinic Oligomers”
	S. Ito, S. Hiroto, S. Lee, M. Son, I. Hisaki, T. Yoshida, D. Kim, N. Kobayashi, and H. Shinokubo
	J. Am. Chem. Soc., 137, 137, 142-145 (2015). *Highlighted in Japanese Newspaper (Nikkei Sangyo Shinbun)* *Press Release from Nagoya University* Open Access from ACS Highlighted in Synfacts

2014

(8)	“Synthesis, Reactivity, and Property of 5,15-Dithiaporphyrin Copper(II) Complex”
	N. Wachi, T. Kondo, S. Ito, S. Hiroto, J.-Y. Shin, and *H. Shinokubo
	J. Porphyrins Phthalocyanines, 18, 675-678 (2014).
(7)	“Synthesis of curved hexa-peri-hexabenzocoronenes”
	R. Yamaguchi, S. Hiroto, H. Shinokubo
	Chem. Lett., 43, 1637-1639 (2014).
(6)	“Synthesis of Regioselective Double Cyclization of 5,15-Bis(trimethylsilylethynyl)porphyrin to Provide Di(oxoethano)porphyrin”
	K. Oda, S. Hiroto, H. Shinokubo
	Chem. Lett., 43, 1444-1446 (2014).
(5)	“Synthesis of Diazo-Bridged BODIPY Dimer and Tetramer by Oxidative Coupling of beta-Amino-substituted BODIPYs”
	H. Yokoi, S. Hiroto, H. Shinokubo
	Org. Lett., 16, 3004-3007 (2014).
(4)	“Facile Synthesis of Nitrogen-Containing Polycyclic Aromatic Hydrocarbons from Perylene Bisimides”
	S. Ito, S. Hiroto, H. Shinokubo
	Chem. Lett., 43, 1309-1311 (2014).
(3)	“Silylethynyl Substituents as Porphyrin Protecting Groups for Solubilization and Selectivity Control”
	K. Oda, M. Akita, S. Hiroto, H. Shinokubo
	Org. Lett., 16, 1818-1821 (2014).
(2)	“Oxidation of 2-amino-substituted BODIPYs providing pyrazine-fused BODIPY trimers”
	H. Yokoi, N. Wachi, S. Hiroto, H. Shinokubo *Highlighted as back cover*
	Chem. Commun., 50, 2715-2717 (2014).
(1)	“Near-IR Absorbing Silaporphyrinoids Prepared by Regioselective Insertion of Silylenes into Antiaromatic Norcorrole”
	T. Fukuoka, K. Uchida, Y. M. Sung, J.-Y. Shin, S. Ishida, J. M. Lim, S. Hiroto, K. Furukawa, D. Kim, T. Iwamoto, and *H. Shinokubo
	Angew. Chem. Int. Ed., 53, 1506-1509 (2014). *Highlighted in frontispiece*

2013

(6)	“Assembled Structures of Dipyrrins and Their Oligomers Bridged by Dioxy-Boron Moieties”
	H. Maeda, Y. Nishimura, S. Hiroto, H. Shinokubo
	Dalton. Trans., 42, 15885-15888 (2013).
(5)	“Synthesis of Pyridine-Fused Perylene Imides with an Amidine Moiety for Hydrogen Bonding”
	S. Ito, S. Hiroto, *H. Shinokubo
	Org. Lett., 15, 3110-3113 (2013).
(4)	“Synthesis of Highly Distorted pi-Extended [2.2]Metacyclophanes by Intermolecular Double Oxidative Coupling”
	Y. Koyama, S. Hiroto, H. Shinokubo
	Angew. Chem. Int. Ed., 52, 5740-5743 (2013).
(3)	“Carbolithiation of meso-Aryl-Substituted 5,15-Diazaporphyrin Selectively Provides 3-Alkylated Diazachlorins”
	A. Yamaji, S. Hiroto, J.-Y. Shin, *H. Shinokubo
	Chem. Commun., 49, 5064-5066 (2013).
(2)	“Porphyrin Analogues That Consist of Indole, Benzofuran, and Benzothiophene Subunits”
	S. Nakamura, T. Kondo, S. Hiroto, H. Shinokubo
	Asian. J. Org. Chem., 2, 312-319 (2013). *Highlighted in frontispiece*
(1)	“Functionalization of Hexa-peri-hexabenzocoronenes: Investigation of Substituent Effects on a Superbenzene”
	R. Yamaguchi, S. Ito, B. S. Lee, S. Hiroto, D. Kim, H. Shinokubo
	Chem. Asian. J., 8, 178-190 (2013).

2012

(5)	“Intermolecular Oxidative Annulation of 2-Aminoanthracenes to Diazaacenes and Aza[7]helicenes”
	K. Goto, R. Yamaguchi, S. Hiroto, H. Ueno, T. Kawai, H. Shinokubo
	Angew. Chem. Int. Ed., 51, 10333-10336(2012). *Highlighted in inside back cover*
(4)	“Synthesis of Oxygen-Substituted Hexa-peri-hexabenzocoronenes through Ir-Catalyzed Direct Borylation”
	R. Yamaguchi, S. Hiroto, *H. Shinokubo
	Org. Lett., 14, 2472-2475(2012).
(3)	“Energy and Electron Transfer from Fluorescent Mesostructured Organosilica Framework to Guest Dyes”
	N. Mizoshita, K. Yamanaka, S. Hiroto, H. Shinokubo, T. Tani, and *S. Inagaki
	Langmuir, 28, 3987-3994 (2012).
(2)	“Oxidative Annulation of β-Aminoporphyrins to Provide Pyrazine-Fused Diporphyrins”
	M. Akita, S. Hiroto, *H. Shinokubo
	Angew. Chem. Int. Ed., 51, 2894-2897.(2012).
(1)	“Synthesis and oxidation of cyclic tetraindole”
	S. Nakamura, S. Hiroto, H. Shinokubo
	Chem. Sci., 3, 524-527 (2012). *Highlighted in Synfacts*

2011

(3)	“Functionalization of a Simple Dithienylethane via Palladium-Catalyzed Regioselective Direct Arylation"”
	H. Kamiya, S. Yanagisawa, S. Hiroto, K. Itami, H. Shinokubo
	Org. Lett., 13, 6394-6397 (2011).
(2)	“Iridium-Catalyzed Direct Tetraborylation of Perylene Bisimides”
	T. Teraoka, S. Hiroto, *H. Shinokubo
	Org. Lett., 13, 2532-2535 (2011). *Highlighted in Synfacts*
(1)	“Synthetic protocol for diarylethenes through Suzuki-Miyaura coupling”
	S. Hiroto, K. Suzuki, H. Kamiya, *H. Shinokubo
	Chem. Commun., 47, 7149-7151 (2011).

before 2010

(15)	“Excess Polarizability Reveals Exciton Localization/Delocalization Controlled by Linking Positions on Porphyrin Rings in Butadiyne-Bridged Porphyrin Dimers”
	C. She, S. Easwaramoorthi, P. Kim, S. Hiroto, I. Hisaki, H. Shinokubo, A. Osuka, D. Kim, J. T. Hupp
	J. Phys. Chem. A, 114, 3384-3390 (2010).
(14)	“Unusual Interchromophoric Interactions in β,β’ Directly and Doubly Linked Corrole Dimers; Prohibited Electronic Communication and Abnormal Singlet Ground States”
	S. Cho, J. Lim, S. Hiroto, P. Kim, H. Shinokubo, A. Osuka, *D. Kim
	J. Am. Chem. Soc., 131, 6412-6420 (2009).
(13)	“Conformational Changes of meso-Aryl Substituted Expanded Porphyrins upon Protonation: Effects on Photophysical Properties and Aromaticity”
	J.-Y. Shin, J. M. Lim, Z. S. Yoon, K. S. Kim, M.-C. Yoon, S. Hiroto, H. Shinokubo, S. Shimizu, A. Osuka, *D. Kim
	J. Phys. Chem. B, 113, 5794-5802 (2009).
(12)	“Zwitterionic Corrole: Regioselective Nucleophilic Pyridination of a Doubly Linked Biscorrole”
	S. Hiroto, N. Aratani, N. Shibata, Y. Higuchi, T. Sasamori, N. Tokitoh, H. Shinokubo, A. Osuka
	Angew. Chem. Int. Ed., 48, 2388-2390 (2009).
(11)	“First self-assembly study of large pi-conjugated corrole dimers on solid substrates”
	X. Miao, A. Gao, Z. Li, S. Hiroto, H. Shinokubo, A. Osuka, W*. Deng
	Appl. Surf. Sci., 255, 5885-5890 (2009).
(10)	“Adsorption characteristic of self-assembled corrole dimers on HOPG”
	X. Miao, A. Gao, S. Hiroto, H. Shinokubo, A. Osuka, J. Xin, W. Deng
	Surf. Interface. Anal., 41, 225-230 (2009).
(9)	“Porphyrin Derivatives with Carbon-Metal bond”
	S. Hiroto, S. Yamaguchi, H. Shinokubo, A. Osuka
	J. Synth. Org. Chem. Jpn., 67, 688. (2009).
(8)	“Synthesis of Directly and Doubly Linked Dioxoisobacteriochlorin Dimers“
	S. Hiroto, I. Hisaki, H. Shinokubo, A. Osuka
	J. Am. Chem. Soc., 130, 16172-16173 (2008).
(7)	“2,5-Thienylene-Bridged Triangular and Linear Porphyrin Trimers”
	J. Song, S. Y. Jang, S. Yamaguchi, J. Sankar, S. Hiroto, N. Aratani, J.-Y. Shin, S. Easwaramoorthi, K. S. Kim, D. Kim, H. Shinokubo, *A. Osuka
	Angew. Chem. Int. Ed., 47, 6004-6007 (2008).
(6)	“Synthesis of Doubly β-to-β 1,3-Butadiyne-Bridged Diporphyrins: Enforced Planar Structures and Large Two-photon Absorption Cross Sections.”
	I. Hisaki, S. Hiroto, K. S. Kim, S. B. Noh, D. Kim, H. Shinokubo, *A. Osuka
	Angew. Chem. Int. Ed., 46, 5125-5128 (2007).
(5)	“Regioselective Borylation of Porphyrins via C-H Bond Activation under Iridium Catalysis That Affords Useful Building Blocks for Porphyrin Assemblies”
	H. Hata, S. Yamaguchi, G. Mori, S. Nakazono, T. Katoh, K. Takatsu, S. Hiroto, H. Shinokubo, A. Osuka
	Chem. Asian J., 2, 849-859 (2007).
(4)	“Synthesis and Biradicaloid Character of a Doubly Linked Biscorrole”
	S. Hiroto, K. Furukawa, H. Shinokubo, A. Osuka
	J. Am. Chem. Soc., 128, 12380-12381 (2006).
(3)	“Porphyrin Synthesis in Water Provides New Expanded porphyrins with Direct Bipyrrole Linkages: Isolation and Characterization of Two Heptaphyrins”
	S. Hiroto, H. Shinokubo, A. Osuka
	J. Am. Chem. Soc., 128, 6568-6569 (2006).
(2)	“Synthesis of Corrole Derivatives through Regioselective Ir-Catalyzed Direct Borylation”
	S. Hiroto, I. Hisaki, H. Shinokubo, A. Osuka
	Angew. Chem. Int. Ed., 44, 6763-6766 (2005).
(1)	“meso-Alkyl meso-meso Linked Diporphyrin and meso-meso, β-β, β-β Triply Linked Diporphyrin”
	S. Hiroto, *A. Osuka
	J. Org. Chem., 70, 4054-4058 (2005).

↑ PAGE TOP

Reviews and Accounts

(3)	大きく歪んだπ共役分子の新規合成法
	廣戸聡
	化学と工業, 9月号, 830-831. (2015).
(2)	π共役平面をひねって一回転させる
	廣戸聡、忍久保洋
	高分子, 64巻, 11月号, 713-714. (2015).
(1)	フェノールの脱芳香環化を伴うエナンチオ選択的分子間反応
	S. Hiroto
	J. Synth. Org. Chem. Jpn., 72, 181. (2013).

Books

(2)	Syntheses and Properties of Antiaromatic Porphyrinoids
	S. Hiroto, H. Shinokubo
	Handbook of Porphyrin Science vol. 37, K. M. Kadish, K. M. Smith, R. Guilard, Eds., World Scientific, Singapore, (2016).
(1)	ジアリールエテンの新規合成法の開発
	廣戸聡、忍久保洋
	フォトクロミズムの攻究とメカニカル機能の創出, 入江正浩監修, シーエムシー出版,, 159-169. (2011).