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Dive into the research topics where Haruo Matsuda is active.

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Featured researches published by Haruo Matsuda.


Tetrahedron Letters | 1989

Tetraphenylstibonium triflate as a regio- and chemoselective catalyst in the reaction of oxiranes with amines

Masahiro Fujiwara; Makoto Imada; Akio Baba; Haruo Matsuda

Abstract Tetraphenylstibonium triflate catalytically promotes the nucleophilic addition of amines to oxiranes under mild conditions, giving the corresponding β-amino alcohols regio- and chemoselectively.


Thin Solid Films | 1991

Single-source organometallic chemical vapour deposition process for sulphide thin films: Introduction of a new organometallic precursor BunIn(SPri)2 and preparation of In2S3 thin films

Ryoki Nomura; Kazuhisa Konishi; Haruo Matsuda

Abstract Single-source organometallic chemical vapour deposition was successfully introduced using Bu n In(SPr i ) 2 as a precursor molecule and tetragonal β-In 2 S 3 thin layers with a strongly preferred (103) growth orientation were obtained on Si(111) and quartz substrates at a substrate temperature T sub of 300–400°C. A dependence of growth rate that lay between 25 and 450 nm h −1 on source temperature T source (60–80 °C) and on T sub was observed. β-In 2 S 3 thin films thus obtained were photoresponsive, with optical band gap energies and dark conductivity estimated as 1.98 eV and 2.0 × 10 −4 S cm −1 respectively. Furthermore, a polycrystalline In 6 S 7 layer, which is one of the sulphur-deficient phases of indium sulphide, was grown when T sub was raised to 450°C in the same single-source system.


Tetrahedron Letters | 1995

Solvent-controlled addition of alkynyltins or allylic tins to aldehydes catalyzed by indium trichloride

Makoto Yasuda; Takashi Miyai; Ikuya Shibata; Akio Baba; Ryoki Nomura; Haruo Matsuda

Abstract Indium trichloride promoted catalytically the addition of alkynyltins or allylic tins to aldehydes in two ways: transmetallation with the tin compounds and activation of aldehydes as a Lewis acid. The stcreochcmical outcome in the addition of cinnamyltributyltin to an aldehyde strongly indicates that control of the process can be achieved simply by the choice of solvent acctonitrile or dichloromethane.


Polyhedron | 1990

Oxygen- or sulphur-containing organoindium compounds for precursors of indium oxide and sulphide thin films

Ryoki Nomura; Satoru Fujii; Kouichi Kanaya; Haruo Matsuda

Abstract Dibutylindium carboxylates and butylindium thiolates are prominent precursors for the preparation of indium oxide and sulphide thin layers via a solution pyrolysis process. Their application has been enlarged to include the preparation of ternary compound thin films, taking advantage of the formation of binuclear complexes with organotin oxides or copper(II) dithiocarbamate complexes. Thus, addition of Bu2nIn(OCOEt) to Bu2n SnO gave the mixed stannoxane Bun(EtCOO)In SnBu3n (I). While, Bun2InSPrn and Cu(S2CNBu2n)2 afforded similar bimetallic complexes Bu2iIn(SPrn)Cu(S2CNBu2n) (VI). Solution pyrolysis of I and VI gave uniform indium-tin oxide and copper-indium sulphide thin films, respectively. The course of thermal decomposition of I and VI was also investigated.


Thin Solid Films | 1995

Single-source MOVPE growth of zinc sulfide thin films using zinc dithiocarbamate complexes

Ryoki Nomura; Toshinari Murai; Takayuki Toyosaki; Haruo Matsuda

Abstract (111)-Oriented cubic zinc sulfide (ZnS) thin layer was grown on an Si(111) substrate by MOVPE using zinc bis(diethyldithiocarbamate) (Zn(S 2 CNEt 2 ) 2 ).


Tetrahedron Letters | 1985

Cycloaddition of oxetane and carbon dioxide catalyzed by tetraphenylstibonium iodide

Akio Baba; Hiroki. Kashiwagi; Haruo Matsuda

Abstract Trimethylene carbonate was readily obtained in the reaction of oxetane and carbon dioxide in the presence of tetraphenylstibonium iodide.


Tetrahedron Letters | 1986

Regioselective ring cleavage of oxiranes catalyzed by organotin halide - triphenylphosphine complex

Ikuya Shibata; Akio Baba; Haruo Matsuda

Abstract Vicinal chloroesters are formed in high yield from the reaction of oxiranes and benzoyl chloride in the presence of organotin halide - triphenylphosphine complex with enhanced regioselectivity in oxirane ring cleavage.


Polyhedron | 1987

Facile synthesis of antimony dithiocarbamate complexes

Ryoki Nomura; Akihisa Takabe; Haruo Matsuda

Antimony(III) oxide could react readily with dithiocarbamic acids (R1R2NCS2-H, where R1, R2 = C1-C8 alkyls, alkylenes and C2H4OC2H4) and gave the corresponding antimony(III) dithiocarbamates in good yields (45–94%) at 15°C. Novel β-hydroxy or β-cyanoethyl dithiocarbamates were prepared via the condensation in 88–98% yields (R1, R2 = CH2CH2OH, R1 = Me, and R2 = CH2CH2OH; R1 = Bun, and R2 = CH2CH2CN). The larger anisobidenticity among the antimony dithiocarbamate complexes was introduced in the Sb-S2CN moieties by hydrogen bonding from β-hydroxyl groups which was confirmed by IR, and 1H and 13C NMR spectroscopy. The quinquevalent inorganic Sb2O5 and Sb2S5, and organometallic PhSbO3H2 and Ph3SbO, gave tervalent products. In the reactions with diethylamine and CS2 the former three compounds afforded the corresponding dithiocarbamates and the last gave triphenylstibine, but Ph4SbOH gave the quinquevalent Ph4SbS2CNEt2.


Journal of The Electrochemical Society | 1991

Sulfur‐Doped Indium Oxide Thin Films as a New Transparent and Conductive Layer Prepared by OMCVD Process Using Butylindium Thiolate

Ryoki Nomura; Kazuhisa Konishi; Haruo Matsuda

Thus we attempted to prepare In 2 O 3 films via vapor phase decomposition of Bu 2 InSPr i and it was found that the thiolate gave highly conductive and transparent In 2 O 3 films under slightly oxygenated carrier gas systems


Tetrahedron Letters | 1986

Unusual cycloaddition of oxiranes with isocyanates catalyzed by tetraphenylstibonium iodide; selective formation of 3,4-disubstituted oxazolidinones.

Akio Baba; Masahiro Fujiwara; Haruo Matsuda

Abstract Tetraphenylstibonium iodide is a general and versatile catalyst for the selective formation of unusual cycloadducts, 3,4-disubstituted oxazolidinones, in the reaction of oxiranes with isocyanates.

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