Original articles

62. Completely Solvent-free Synthesis of Double Heterohelicenes and Their Further Ring Fusion Using Mechanochemical Reaction

H. Sada,   D. Sakamaki,*   M. Gon,   K. Tanaka,   T. Hirose,  H. Fujiwara*

RSC Mechanochemistry, accepted, DOI.org/10.1039/D4MR00033A


61. Solvent-free synthesis and chiroptical properties of a C–N axially chiral cruciform dimer of benzo[b]phenoxazine

S. Ishikawa, D. Sakamaki,* M. Gon, K. Tanaka, H. Fujiwara*

Chem. Commun. 2024, 60, 49464949


60. Synthesis, Structures, and Electrochemical and Optical Properties of Vinyl-Extended Tetrathiafulvalene Functionalized with Two 2,6-Dicyano- λ 5-Phosphinine Units

T. Misaki, A. Yoshimura, T. Shirahata, M. Hayashi, Y. Misaki,*  D. Sakamaki, H. Fujiwara

Eur. J. Org. Chem. 2024, 27e202400088


59. Intramolecular Electron Transfer in Multi-Redox Systems Based on Cyclic [3]Spirobifluorenylene Compound

T. Imai,  D. Sakamaki, S. Aoyagi, T. Amaya*

Chem. Eur. J. 2023, 29,  e202302670


58. A Dicyanomethyl Radical Conjugated with a Pyridylamino Group: Combining Radical-based Dynamic Covalent Chemistry and Coordination Chemistry 

H. HasegawaD. Sakamaki,* H. Fujiwara*

Angew. Chem. Int. Ed. 2023, 62, e202302498


57. A Double Heterohelicene Composed of Two Benzo[b]phenothiazine Exhibiting Intense Room-Temperature Circularly Polarized Phosphorescence 

S. Tanaka, D. Sakamaki,* N. Haruta, T. Sato, M. Gon, K. Tanaka, H. Fujiwara*

J. Mater. Chem. C  2023, 11, 48464854 


56. Unveiling a new aspect of oxocarbons: open-shell character of 4- and 5-membered oxocarbon derivatives showing near-infrared absorption

T. Maeda,* T. Oka, D. Sakamaki, H. Fujiwara,* N. Suzuki, S. Yagi, T. Konishi, K. Kamada*

Chem. Sci. 2023, 14, 1978–1985


55. Synthesis, Structure, and Electronic Properties of a Double Hetero[4]helicene Composed of Two Phenoselenazines

D. Sakamaki,* Y. Inoue, K. Shimomura, D. Taura, E. Yashima, S. Seki*

Tetrahedron Lett. 2023, 114, 154294


54. A Dicyanomethyl Radical Stabilized by Ferrocene: A New Building Block for Radical-based Dynamic Covalent Chemistry with Redox Activity

M. Ishimoto, D. Sakamaki,* H. Fujiwara*

Chem. Commun. 2022, 58, 35533556


53. Double Heterohelicenes Composed of Benzo[b]- and Dibenzo[b,i]phenoxazine: A Comprehensive Comparison of Their Electronic and Chiroptical Properties

D. Sakamaki,* S. Tanaka, K. Tanaka, M. Takino, M. Gon, K. Tanaka, T. Hirose, D. Hirobe, H. M. Yamamoto, H. Fujiwara*

J. Phys. Chem. Lett. 2021, 12, 92839292


52. Synthesis and Electronic Properties of Directly Linked Dihydrodiazatetracene Dimers 

K. Tanaka,  D. Sakamaki,* H. Fujiwara*

Chem. Eur. J. 2021, 27, 4430–4438


51. A Tetrathiafulvalene‐inserted Diphenoquinone: Synthesis, Structure and Dynamic Redox Property

M. Mitsuoka,  D. Sakamaki,* H. Fujiwara*

Chem. Eur. J. 2020, 26, 14144–14151


50. Extreme Multi-Point van der Waals Interactions: Isolable Dimers of Phthalocyanines Substituted with Pillar-Like Azaacenes

H. Saeki, D. Sakamaki,* H. Fujiwara, S. Seki*

Chem. Sci. 2019, 10, 8939–8945


49. Dicyanomethyl Radical-Based Near-Infrared Thermochromic Dyes with High Transparency in the Visible Region 

K. Okino, D. Sakamaki,* S. Seki* 

ACS Materials Lett. 2019, 1, 25–29


48. Formation of Cyclophane Macrocycles in Carbazole-Based Biradicaloids: Impact of the Dicyanomethylene Substitution Position 

I. Badía-Domínguez, A. Pérez-Guardiola, J. C. Sancho-García, J. T. López Navarrete, V. Hernández Jolín, H. Li, D. Sakamaki, S. Seki, M. C. Ruiz Delgado*

ACS Omega 2019, 4, 4761–4769


47. Electronic and Photophysical Properties of 9,10-Anthrylene-Bridged B-π-N Donor-Acceptor Molecules with Solid-State Emission in the Yellow to Red Region 

M. Uebe, D. Sakamaki, A. Ito*

ChemPlusChem 2019, 84, 1305–1313


46. Highly Fluorescent Liquid Crystals from Excited-State Intramolecular Proton Transfer Molecules 

W. Zhang, T. Sakurai,* M. Aotani, G. Watanabe, H. Yoshida, V. S. Padalkar, Y. Tsutsui, D. Sakamaki, M. Ozaki, S. Seki*

Adv. Opt. Mater. 2019, 7, 1801349


45. Comparison of radical generation efficiencies of the oxime-based initiator radicals using galvinoxyl radical as an indicator 

A. Tsuneishi, D. Sakamaki,* Q. Gao, T. Shoda, T. Kozawa,* S. Seki* 

Jpn. J. Appl. Phys. 2018, 57, 086504


44. Landscape of Charge Carrier Transport in Doped Poly(3-hexylthiophene): Noncontact Approach Using Ternary Combined Dielectric, Paramagnetic, and Optical Spectroscopies 

Y. Tsutsui, H. Okamoto, D. Sakamaki,*  K. Sugiyasu, M. Takeuchi, S. Seki*

 J. Phys. Chem. Lett. 2018, 9, 3639–3645


43. High pressure synthesis of hydride-fluoride pyrochlore NaCaMg2 F7-x Hx 

K. Arai, Y. Kobayashi,* Y. Tang, Y. Tsutsui, D. Sakamaki, T. Yamamoto, K. Fujii, M. Yashima, S. Seki, H. Kageyama* 

Chem. Lett. 2018, 47, 829–832


42. Hash-Mark-Shaped Azaacene Tetramers with Axial Chirality 

Y. Inoue, D. Sakamaki,* Y. Tsutsui, M. Gon, Y. Chujo, S. Seki*

J. Am. Chem. Soc. 2018, 140, 7152–7158


41. Synthesis and properties of a twin donor molecule composed of cofacially stacked dihydrodiazapentacenes 

D. Sakamaki,* H. Saeki, S. Seki*

Mater. Chem. Front. 2018, 2, 530–536


40. Supramolecular assemblies of a nitrogen-embedded buckybowl dimer with C60

H. Yokoi, S. Hiroto,* D. Sakamaki, S. Seki, H. Shinokubo* 

Chem. Sci. 2018, 9, 819–824


39. Unique cohesive nature of the β 1 -isomer of [70]PCBM fullerene on structures and photovoltaic performances of bulk heterojunction films with PffBT4T-2OD polymers 

T. Umeyama,* K. Igarashi, D. Sakamaki, S. Seki, H. Imahori*

Chem. Commun. 2018, 54, 405–408


38. Tetraaza[14]- and Octaaza[18]paracyclophane: Synthesis and Characterization of Their Neutral and Cationic States

D. Sakamaki,* A. Ito,* Y. Tsutsui, S. Seki*

J. Org. Chem. 2017, 82, 13348–13358


37. The Divergent Dimerization Behavior of N-Substituted Dicyanomethyl Radicals: Dynamically Stabilized versus Stable Radicals 

K. Okino, S. Hira, Y. Inoue, D. Sakamaki,* S. Seki* 

Angew. Chem. Int. Ed. 2017, 56, 16597–16601


36. AIE Active Carbazole-Benzothiazole Based ESIPT Motifs: Positional Isomers Directing the Optical and Electronic Properties

V. Padalkar,* K. Kuwada, D. Sakamaki,* N. Tohnai, T. Akutagawa, K. Sakai, T. Sakurai, S. Seki* 

Chem. Select, 2017, 2, 1959–1966


35. Optical and Structural Properties of ESIPT Inspired HBT-Fluorene Molecular Aggregates and Liquid Crystals

V. S. Padalkar, Y. Tsutsui, T. Sakurai,* D. Sakamaki, N. Tohnai, K. Kato, M. Takata, T. Akutagawa, K. Sakai, Shu Seki* 

J. Phys. Chem. B, 2017, 121, 10407–10416


34. Recognizing Through-Bond and Through-Space Self-Exchange Charge/Spin Transfer Pathways in Bis(triarylamine) Radical Cations with Similar Geometrical Arrangements 

M. Uebe, T. Kazama, R. Kurata, D. Sakamaki, A. Ito*

Angew. Chem. Int. Ed. 2017, 56, 15712–15717


33. Isolable Triradical Trication of Hexaaza[16]paracyclophane with Embedded 9,10-Anthrylenes: A Frustrated Three-Spin System

R. Kurata, D. Sakamaki,* M. Uebe, M. Kinoshita, T. Iwanaga,* T. Matsumoto, A. Ito*

Org. Lett. 2017, 19, 4371–4374


32. Modulation of Open-shell Characters of Amine-inserted Diphenoquinones via Structural Modification

Y. Matsuta, D. Sakamaki,* R. Kurata, A. Ito,* S. Seki*

Chem. Asian. J. 2017, 12, 1889–1894


31. Tetraaza[1.1.1.1]m,p,m,p-cyclophane Diradical Dications Revisited: Tuning Spin States by Confronted Arenes

R. Kurata, D. Sakamaki, A. Ito*

Org. Lett. 2017, 19, 3115–3118


30. Enhancing the Low-energy Absorption Band and Charge Mobility of Antiaromatic NiII Norcorroles by Their Substituent Effects

T. Yoshida, D. Sakamaki, S. Seki, H. Shinokubo*

Chem. Commun. 2017, 53, 1112–1115


29. Tuning of Open-shell Characters of a Terphenoquinone by Introducing a Benzodithiophene Unit

H. Tomita, D. Sakamaki,* M. Noguchi, M. Nakano, S. Seki*

Chem. Lett. 2017, 46, 805–807 


28. π–π Interactions: Influence on Molecular Packing and Solid-State Emission of ESIPT and non-ESIPT Motifs

V. S. Padalkar,* D. Sakamaki, K. Kuwada, A. Horio, H. Okamoto, N. Tohnai, T. Akutagawa, K.-I. Sakai, S. Seki*

Asian J. Org. Chem. 2016, 5, 938–445


27. Fabrication of "clickable" Polyfluorene Nanowires with High Aspect Ratio as Biological Sensing Platforms

W. Tuchinda, K. Enomoto, T. Sakurai, V. S. Padalkar, H. L. Cheng, M. T. Tang, A. Horio, D. Sakamaki, M. Omichi, A. Saeki, K. Kikuchi, Y. Hori, A. Chiba, Y. Saito, T. Kamiya, M. Sugimoto, S. Seki*

ACS Sensors 2016, 1, 766–774


26. Ferrocene-Substituted Naphthalenediimide with Broad Absorption and Electron-Transport Properties in the Segregated-Stack Structure

A. Takai,* D. Sakamaki, S. Seki, Y. Matsushita, M. Takeuchi*

Chem. Eur. J. 2016, 22, 7385–738


25. Synthesis and Characterization of 6,13-Diamino-Substituted Pentacenes

A. Ito,* M. Uebe, K. Takahashi, H. Ishikawa, D. Sakamaki, H. Sato, T. Matsumoto, K. Tanaka

Chem. Eur. J. 2016, 22, 2165–2170 


24. N-Substituted Dicyanomethylphenyl Radicals: Dynamic Covalent Properties and Formation of Stimuli-Responsive Cyclophanes by Self-Assembly

T. Kobashi, D. Sakamaki,* S. Seki*

Angew. Chem. Int. Ed. 2016, 55, 8634–8638


23. Fully-Substituted 1,3-Butadienes as π-Conjugated Linkers between Pyrenes

K. Oda, S. Hiroto,* D. Sakamaki, S. Seki, H. Shinokubo*

Chem. Lett., 2016, 45, 403–405


22. AIE Active Triphenylamine–Benzothiazole Based Motifs: ESIPT or ICT emission

V. S. Padalkar,* D. Sakamaki, K. Kuwada, N. Tohnai, T. Akutagawa, K. Sakai, S. Seki*

RSC Advances 2016, 6, 26941–26949


21. Fabrication of Fluorescent Nanowires via High-Energy Particles-Triggered Polymerization Reactions

A. Horio, T. Sakurai,* V. S. Padalkar, D. Sakamaki, T. Yamaki, M. Sugimoto, S. Seki*

J. Photopolym. Sci. Technol., 2016, 29, 373–377 


20. A Double Hetero[4]helicene Composed of Two Phenothiazines: Synthesis, Structural Properties, and Cationic States

D. Sakamaki,* D. Kumano, E. Yashima, S. Seki*

Chem. Commun. 2015, 51, 17237–17240


19. Diversity-Oriented Synthesis of Tetrathia[8]circulenes by Sequential C–H Borylation and Annulation

S. Kato, Y. Serizawa, D. Sakamaki, S. Seki, Y. Miyake,* H. Shinokubo

Chem. Commun. 2015, 51, 16944–16947


18. Highly emissive excited-state intramolecular proton transfer (ESIPT) inspired 2-(2′-hydroxy)benzothiazole–fluorene motifs: spectroscopic and photophysical properties investigation

V. S. Padalkar,* D. Sakamaki, N. Tohnai, T. Akutagawa, K. Sakai, S. Seki*

RSC Advances 2015, 5, 80283–80296


17. Nitrogen-embedded buckybowl and its assembly with C60

H. Yokoi, Y. Hiraoka, S. Hiroto,* D. Sakamaki, S. Seki, H. Shinokubo*

Nat. Commun. 2015, 6, 8215 


16.  A Triphenylamine with Two Phenoxy Radicals Having Unusual Bonding Patterns and a Closed-Shell Electronic State

D. Sakamaki,* S. Yano, T. Kobashi, S. Seki,* T. Kurahashi, S. Matsubara, A. Ito,* K. Tanaka

Angew. Chem. Int. Ed. 2015, 54, 8267–8270 


15. A Facile and Versatile Approach to Double N-Heterohelicenes: Tandem Oxidative C-N Couplings of N-Heteroacenes via Cruciform Dimers

D. Sakamaki,* D. Kumano, E. Yashima, S. Seki*

Angew. Chem. Int. Ed. 2015, 54, 5404–5407 


14. Reversible Control of Radius and Morphology of Fluorene-Azobenzene Copolymer Nanowires by Light Exposure

H. L. Cheng, M. T. Tang, W. Tuchinda, K. Enomoto,* A. Chiba, Y. Saito, T. Kamiya, M. Sugimoto, A. Saeki, T. Sakurai, M. Omichi, D. Sakamaki, S. Seki*

Adv. Mater. Interfaces 2015, 2, 1400450 


13.  A simple and rapid method for high-resolution visualization of single-ion tracks

M. Omichi, W. Choi, D. Sakamaki, S. Tsukuda, M. Sugimoto, S. Seki*

AIP. Adv. 2014, 4, 117128 


12. Fabrication of Enzyme-degradable and Size-controlled Protein Nanowires Using Single Particle Nano-fabrication Technique

M. Omichi, A. Asano, S. Tsukuda, K. Takano, M. Sugimoto, A. Saeki, D. Sakamaki, A. Onoda, T. Hayashi, S. Seki*

Nat. Commun. 2014, 5, 3718 


11. Electronic Structure of Tetraaza[1.1.1.1]o,p,o,p-Cyclophane and its Oxidized States   

D. Sakamaki, A. Ito,* T. Matsumoto, *K. Tanaka*

RSC Advances 2014, 4, 39476–39483 


10. Redox Modulation of Para-Phenylenediamine by Substituted Nitronyl Nitroxide Groups and their Spin States

A. Ito,* R. Kurata, D. Sakamaki, S. Yano, Y. Kono, Y. Nakano, K. Furukawa, T. Kato, K. Tanaka*

J. Phys. Chem. A 2013, 117, 12858–12867


9.  MetaPara–Linked Octaaza[18]cyclophanes and their Polycationic States

D. Sakamaki, A. Ito,* K. Furukawa, T. Kato, K. Tanaka

J. Org. Chem. 2013, 78, 2947–2956 


8. A Polymacrocyclic Oligoarylamine with Pseudobeltane Motif: Towards a Cylindrical Multi-Spin System

D. Sakamaki, A. Ito,* K. Furukawa, T. Kato, M. Shiro, K. Tanaka*

Angew. Chem. Int. Ed. 2012, 51, 12776–12781 


7.  A Triphenylamine Double-Decker: From a Delocalized Radical Cation to a Diradical Dication with an Excited Triplet State

Y. Yokoyama, D. Sakamaki, A. Ito,* K. Tanaka, M. Shiro

Angew. Chem. Int. Ed. 2012, 51, 9403–9406


6. 1,3,5–Benzenetriamine Double- and Triple–Decker

D. Sakamaki, A. Ito,* K. Tanaka, K. Furukawa, T. Kato, M. Shiro

Angew. Chem. Int. Ed. 2012, 51, 8281–8285 


5.  Effects of Carbon-metal-carbon Linkages on the Optical, Photophysical, and Electrochemical Properties of Phosphametallacycle-linked Coplanar Porphyrin Dimers

Y. Matano,* K. Matsumoto, H. Hayashi, Y. Nakao, T. Kumpulainen, V. Chukharev, N. V. Tkachenko, H. Lemmetyinen, S. Shimizu, N. Kobayashi,* D. Sakamaki, A. Ito, K. Tanaka, H. Imahori

J. Am. Chem. Soc. 2012, 134, 1825–1839 


4. Fusion of Phosphole and 1,1′-Biacenaphthene: Phosphorus(V)-containing Extended π-Systems with High Electron Affinity and Electron Mobility

Y. Matano,* A. Saito, T. Fukushima, Y. Tokudome, F. Suzuki, D. Sakamaki, H. Kaji, A. Ito, K. Tanaka, H. Imahori

Angew. Chem. Int. Ed. 2011, 50, 8016–8020


3.  Spin–Delocalization in Charged States of Para–Phenylene–Linked Dendritic Oligoarylamines

A. Ito,* D. Sakamaki, Y. Ichikawa, K. Tanaka

Chem. Mater. 2011, 23, 841–850 


2. Polycationic States of Oligoanilines Based on Wurster’s Blue

A. Ito,* D. Sakamaki, H. Ino, A. Taniguchi, Y. Hirao, K. Tanaka,* K. Kanemoto,* T. Kato*

Eur. J. Org. Chem. 2009, 26, 4441–4450 


1.  High-Spin Polycationic States of an Alternate Meta-Para-Linked Oligoarylamine Incorporating Two Macrocycles

D. Sakamaki, A. Ito,* K. Furukawa, T. Kato, K. Tanaka

Chem. Commun. 2009, 30, 4524–4526 

Review articles

2. Dynamic Covalent Bonds: Approaches from Stable Radical Species

D. Sakamaki,* S. Ghosh, S. Seki*

Mater. Chem. Front. 2019, 3, 2270–2282


1. Charge Carrier Mobility in Organic Molecular Materials Probed by Electromagnetic Waves

S. Seki,* A. Saeki, T. Sakurai, D. Sakamaki

Phys. Chem. Chem. Phys. 2014, 16, 11093–11113