松原 浩
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大阪府立大学大学院 理学系研究科 分子科学専攻
Department of Chemistry, Graduate School of Science, Osaka Prefecture University
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fluorous chemistry, phase-vanishing method, benzoquinone, secondary battery, ab-initio MO calculation, DFT method, reaction mechanism, radical process

Employment History
1991    Assistant Professor, College of Integrated Arts and Sciences, Osaka Prefecture University
2002-2003  Visiting Academic, School of Chemistry, The University of Melbourne
2002    Lecturer, College of Integrated Arts and Sciences, Osaka Prefecture University
2005    Associate Professor, Graduate School of Science, Osaka Prefecture University
Research Summary
Fluorous Chemistry: Highly fluorinated organic compounds exhibit unique physical properties that allow them to be both immiscible in common organic solvents and also water. The density of these compounds is higher than those of typical organic compounds. We are developing novel synthetic methodology and new functionalized materials that capitalize on the specialized properties of fluorous compounds. Molecular Modeling: Computational investigations into mechanistic details of chemical processes are carried out. We are especially interested in reactions involving radical species. Many calculation and experimental joint projects have been concluded in collaboration with groups both domestically and overseas.
Selected Publications
  1. Matsubara, H.; Maegawa, T.; Kita, Y.; Yokoji, T.; Nomoto, A. "Synthesis and properties of fluorous benzoquinones and their application in deprotection of silyl ethers" Org. Biomol. Chem. 2014, 12, 5442-5447.
  2. Matsubara, H. "Computational studies of reactions involving acyl radicals" J. Synth. Org. Chem. Jpn. 2014,72, 1018-1031.
  3. Matsubara, H.; Ryu, I. "Fluorous Organic Hybrid Solvents for Non-Fluorous Organic Synthesis" Top. Curr. Chem. 2012, 308, 135-152.
  4. Matsubara, H.; Tsukida, M.; Ishihara, D.; Kuniyoshi, K.; Ryu, I.; "A Photo-Irradiative Phase-Vanishing Method: Efficient Generation of HBr from Alkanes and Molecular Bromine and its Use for Subsequent Radical Addition to Terminal Alkenes" Synlett 2010, 2014-2018.
  5. Duffy, L. A.; Matsubara, H.; Procter, D. J. "A Ring Size-Selective Reduction of Lactones Using SmI2 and H2O" J. Am Chem. Soc. 2008, 130, 1136-1137.
  6. Schiesser, C. H.; Wille, U.; Matsubara, H.; Ryu, I. "Radicals Masquerading as Electrophiles - Dual Orbital Effects in N-Philic Acyl Radical Cyclization and Related Addition Reactions" Acc. Chem. Res. 2007, 40, 303-313.
  7. Schiesser, C. H.; Matsubara, H.; Ritsner, I.; Wille, U. "Unexpected dual orbital effects in radical addition reactions involving acyl, silyl and related radicals" Chem. Commun. 2006, 1067-1069.
  8. Ryu, I.; Matsubara, H.; Yasuda, S.; Nakamura, H.; Curran, D. P. "Phase-Vanishing Reactions that Use Fluorous Media as a Phase Screen. Facile, Controlled Bromination of Alkenes by Dibromine and Dealkylation of Aromatic Ethers by Boron Tribromide" J. Am. Chem. Soc. 2002, 124, 12946-12947.