Masatoshi Kozaki

ORCID: 0000-0002-9737-5639
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Research Areas
  • Crystallization and Solubility Studies
  • X-ray Diffraction in Crystallography
  • Magnetism in coordination complexes
  • Electron Spin Resonance Studies
  • Porphyrin and Phthalocyanine Chemistry
  • Molecular Junctions and Nanostructures
  • Organic and Molecular Conductors Research
  • Luminescence and Fluorescent Materials
  • Photochemistry and Electron Transfer Studies
  • Organic Light-Emitting Diodes Research
  • Crystallography and molecular interactions
  • Organic Electronics and Photovoltaics
  • Radical Photochemical Reactions
  • Synthesis and Properties of Aromatic Compounds
  • Organic Chemistry Cycloaddition Reactions
  • Lanthanide and Transition Metal Complexes
  • Photochromic and Fluorescence Chemistry
  • Dendrimers and Hyperbranched Polymers
  • Conducting polymers and applications
  • Oxidative Organic Chemistry Reactions
  • Phenothiazines and Benzothiazines Synthesis and Activities
  • Metal complexes synthesis and properties
  • Chalcogenide Semiconductor Thin Films
  • Supramolecular Chemistry and Complexes
  • Asymmetric Synthesis and Catalysis

Osaka Metropolitan University
2022-2025

Metropolitan University
2025

Osaka City University
2015-2024

Kyushu University
2011-2017

Osaka University
2003-2009

University of Toyama
2008-2009

Osaka Prefecture University
2009

Tohoku University
2008-2009

Toyota Central Research and Development Laboratories (Japan)
2008

JNC (Japan)
2003-2005

This paper outlines a design paradigm for molecular scale electronic systems. The contrast between the present bulk devices and potential systems is presented along with limitations of using philosophies molecular-sized components. For example, overwhelming considerations heat dissipation on architectures are shown which demonstrate need dramatically different information transfer methods if these ultradense to be used computation. use changes in electrostatic coding suggested. issue signal...

10.1021/ja9808090 article EN Journal of the American Chemical Society 1998-08-01

Presented here are several convergent synthetic routes to conjugated oligo(phenylene ethynylene)s. Some of these oligomers free functional groups, while others possess donor acceptor porphyrin interiors, and other heterocyclic interiors for various potential transmission digital device applications. The syntheses ethynylene)s with a variety end groups attachment numerous metal probes surfaces presented. the functionalized molecular systems showed linear, wire-like, current versus voltage...

10.1002/1521-3765(20011203)7:23<5118::aid-chem5118>3.0.co;2-1 article EN Chemistry - A European Journal 2001-12-03

A light-harvesting antenna 1 comprising three varieties of porphyrins, each having a different number ethynyl groups at its meso positions, was designed and synthesized. Antenna exhibits intense absorption throughout the visible region up to 700 nm. Steady-state time-resolved fluorescence studies showed that singlet-excited-state energy transfer occurs from peripheral porphyrins central porphyrin with >90% efficiency rate constants on order 10(10) s(-1).

10.1021/ja2050343 article EN Journal of the American Chemical Society 2011-07-26

We report a highly efficient charge separation system, D−Pt−A, where D (triphenylamine) and A (naphthalenediimide) are bonded to the Pt moiety through twisted phenylene ethynylene linkages. The quantum yields for formation of charge-separated state were determined be nearly unity. lifetimes D+−Pt−A− ∼1 μs at room temperature much longer low temperature. spin-correlated radical ion pair was directly observed by means time-resolved EPR spectroscopy.

10.1021/ja904241r article EN Journal of the American Chemical Society 2009-07-09

We report on the highly compact nitroxide-substituted nitronyl nitroxide 1 and iminonitroxide 2; they have isoelectronic structures with trimethylenemethane. These diradicals are stable under aerated conditions at room temperature large positive exchange interactions: J/kB = +390 K (H −2JS1/2·S1/2) for ≈ +550 2.

10.1021/ja107769z article EN Journal of the American Chemical Society 2010-10-21

A cross-coupling reaction using nitronyl nitroxide (NN) as a coupling partner was developed: Refluxing mixture of [AuI(NN-2-ido)(PPh3)] and aryl iodide (Ar–I) in THF the presence 10 mol % [Pd(PPh3)4] produced product NN-Ar high yield. This method allowed direct introduction NN radical onto various poly- heterocyclic aromatic rings.

10.1246/cl.131162 article EN Chemistry Letters 2014-01-23

A flat radical: Oxygen-bridged triphenylamine 1 and its radical cation 2 were prepared. The neutral compound has a shallow bowl structure, whereas the is planar. properties of highly stable clarified; such compounds have potential applicability in electronic magnetic materials.

10.1002/anie.200500397 article EN Angewandte Chemie International Edition 2005-05-31

A stable radical-substituted radical ion with strongly ferromagnetic intramolecular interaction (J) between the and sites is an attractive spin building block of organic magnets. We prepared 2-nitronyl nitroxide-substituted 5,10-diphenyl-5,10-dihydrophenazine cation, 1+. The 1+ salt was under aerated conditions at room temperature had a large J/kB value (>/=+700 K).

10.1021/ja0367748 article EN Journal of the American Chemical Society 2003-12-11

[structure: see text] A trimeric phenothiazine and its radical cation were prepared, their structures elucidated. In contrast to a largely twisted structure in the neutral species, had unique deformation that allowed charge-transfer-type conjugation from outer rings central cation.

10.1021/ol048698z article EN Organic Letters 2004-09-01

Abstract This contribution presents an electrochemical, Raman spectroscopic, and theoretical study probing the differences in molecular electronic structure of two quinoidal oligothiophenes (3′,4′‐dibutyl‐5,5″‐bis(dicyanomethylene)‐5,5″‐dihydro‐2,2′:5′,2″‐terthiophene 5,5′‐bis(dicyanomethylene)‐3‐hexyl‐2,5‐dihydro‐4,4′‐dihexyl‐2,2′,5,5′‐tetrahydro‐tetrathiophene) with terminal tetracyanomethylene functionalization aromatic where acceptor moieties are positioned at lateral positions along...

10.1002/adfm.200801066 article EN Advanced Functional Materials 2009-01-12

The recently reported efficient charge-separated system based on bipyridine-diacetylide platinum(ii) complexes was applied to photoelectric conversion systems herein, the design and synthesis of two triads: MTA-Pt-NDISAc (3, MTA: dimethoxytriphenylamine, Pt: complex, NDISAc: thioacetate derivative linked naphthalenediimide) MTA-Pt-MNICOOH (4, MNICOOH: naphthaleneimide-4-carboxylic acid). (CS) states triads 3 5 (MOM-protected 4) were effectively generated by photo-induced electron transfer in...

10.1039/c3cp50182e article EN Physical Chemistry Chemical Physics 2013-01-01

The spin-spin and magnetic properties of two (nitronyl nitroxide)-(di-p-anisylamine-phenothiazine) diradical cation salts, (DAA-PTZ)+ -NN⋅MBr4- (M=Ga, Fe), have been investigated. These diradical-cation species were prepared by the cross-coupling iodophenothiazine DAA-PTZ-I with NN-AuPPh3 followed oxidation thianthrenium radical (TA+ ⋅MBr4- ). salts found to be highly stable under aerobic conditions. For GaBr4 salt, large ferromagnetic intramolecular small antiferromagnetic intermolecular...

10.1002/chem.201900513 article EN Chemistry - A European Journal 2019-03-29

Radical-substituted radical cations are attractive spin building blocks of molecule-based magnets. The introduction an additional as a counteranion provides unique three-spin system wherein the magnetic interactions between spins substituent and cation (J(intra)) those anion (J(inter)) play decisive roles in determining properties system. We report first demonstration ferrimagnet by utilizing large-J(intra) system, nitronyl nitroxide-substituted dihydrophenazine (NNDPP(*+)) combination with...

10.1021/ja808093z article EN Journal of the American Chemical Society 2009-03-12

Abstract The synthesis and the solid state magnetic properties of (nitronyl nitroxide)‐substituted trioxytriphenylamine radical cation tetrachlorogallate, NNTOT+·GaCl4− , are reported. In temperature region between 300 3 K, behavior is characterized by strong intramolecular ferromagnetic interaction ( J / k B =+400 K) NN ) TOT + weak intermolecular antiferromagnetic =−1.9 NNTOT ions. Below a 3D‐type long‐range ordering into ferromagnet was observed T N =2.65 K). entropy S mag =8.97 K −1 mol...

10.1002/asia.201200084 article EN Chemistry - An Asian Journal 2012-05-03

We have designed and synthesized a highly electron‐rich compound, an oxygen‐bridged triphenylamine incorporating methylthio groups. The radical cation dication salts were successfully obtained by oxidation reactions of this compound as isolable solids. X‐ray crystallographic analyses these oxidized species revealed planarized π‐electronic structures compared to the neutral species. Bond length variations suggest that resonance in π‐electron system contribute their stability. electronic...

10.1002/ajoc.202500264 article EN Asian Journal of Organic Chemistry 2025-04-13

ABSTRACT: Strategies for self‐assembling molecule‐based devices are considered in terms of current chemical issues whose resolution appears critical to efficient connection and addressing electronically active molecules between electrodes. We discuss related the type shape molecules, bonding at junctions, molecular lengths electrode gap matching, alignment electrodes, chemistry deposited metal contacts, doping conductors. Examples each these aspects is given using fully conjugated...

10.1111/j.1749-6632.1998.tb09884.x article EN Annals of the New York Academy of Sciences 1998-06-01

[structures: see text] An efficient method for the synthesis of 5,10-diaryldihydrophenazine was developed using a recently Pd(0)-mediated cross-coupling reaction. The products 1k and 3c showed excellent properties as hole injection materials in electroluminescent (EL) devices.

10.1021/ol0274458 article EN Organic Letters 2003-01-09

Wahl der Zustände: Die Oxidation eines Trinitroxid-Trioxytriphenylamins führt zu einer ausgedehnten π-Konjugation, wobei im Grundzustand eine Spinumwandlung von antiferromagnetischer Kopplung neutralen Spindublettzustand ferromagnetischer kationischen Spintriplettzustand stattfindet. reversible Umwandlung zwischen beiden Zuständen wurde durch Veränderung in UV/Vis-Absorption unter elektrochemischen oxidativen/reduktiven Bedingungen bestätigt.

10.1002/ange.201107265 article DE Angewandte Chemie 2012-02-16

Abstract In contrast to diradicals connected by alternant hydrocarbons, only a few studies on those nonalternant hydrocarbons have been reported. The syntheses, structures, and magnetic properties of azulene‐1,3‐diyl linked bis(nitronyl nitroxide) (NN 2 Az) bis(iminonitroxide) (IN their Cu(hfac) (hfac=hexafluoroacetylacetonate) complexes were investigated. NN Az was shown an intramolecular ferromagnetic interaction with J obs / k B =+10.0 K ( H =−2 S 1 ⋅S ) between (nitronyl spins, whereas...

10.1002/asia.201701085 article EN Chemistry - An Asian Journal 2017-09-22

A triplet ground-state diradical molecule, bis(nitronyl nitroxide)-substituted diphenyldihydrophenazine (1.. ), that can be converted into a one-electron oxidized species, 1…+ , in the quartet ground state has been developed. Surprisingly, these 1.. and used under ambient conditions because they are reasonably stable aerobic conditions, even solution. The temperature-dependent magnetic susceptibilities reveal state, with weak exchange interaction (J1 /kB = +3.1 K) strong (J2 +160 K),...

10.1002/chem.201905465 article EN Chemistry - A European Journal 2019-12-09

[structure: see text] Snowflake-shaped dendrimers were prepared via site-selective synthesis of dendrons, where an attachment encapsulating dendritic branches and extension phenylacetylenic units alternatively manipulated on the structure AB(2) (diethyltriazeno for A bromo B) substituted diphenylacetylene using a combination Suzuki Sonogashira cross-coupling reactions.

10.1021/ol036011p article EN Organic Letters 2004-01-16

The tetrachloroferrates of the 2,2':6',2' ':6' ',6-trioxytriphenylamine (TOT·+·FeCl4-) and '-dioxytriphenylamine (DOT·+·FeCl4-) radical cations were prepared, their structures, magnetic properties, relationship between them investigated. TOT·+ moiety had a highly planar structure packed as dimer surrounded by tetrachroferrates, which also formed structure. properties TOT·+·FeCl4- characterized strong (2J/kB = ∼ −1.3 × 103 K, H −2JS1/2·S1/2) weak −1.76 −2JS5/2·S5/2) antiferromagnetic...

10.1021/ic7012649 article EN Inorganic Chemistry 2007-10-31
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