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最近の研究

 

Transition metal catalysis  // Unique molecules // Conjugated materials // Polymer Colloids  // Bioproduction  // Chelating ligands

Project | 01 Catalysis

Activation of the CH bond of heteroaromatic compounds with a transition metal catalyst is performed. Coupling reaction of thus formed metal species with various organic electrophiles to form carbon-carbon and carbon-heteroatom bonds is developed. Application of these reactions toward advanced organic materials and biologically active molecules is our major concern.

Project | 02 Molecule

Bisazole, which is prepared by homocoupling of imicazole derivatives bearing olefinic alkylene substituent on the nitrogen atom, gives E-selective macrocyclic olefin by Ring-closing metathesis with Ruthenium (Grubbs') catalyst. Formation of the macrocyclic structure is confirmed by X-ray analysis. This compound results in molecular asymmetry (axially chiral) and separation of the enantiomers can be separated by HPLC with chiral column.

Project | 03 Materials

Employment of bulky magnesium amide such as Knochel-Hauser base to the reaction of 2-halo-3-substituted thiophene undergoes deprotonation at the 5-position. Following addition of a nickel(II) catalyst induces polymerization to afford head-to-tail-type highly regioregular polythiophenes in a facile manner. 1. dehydrobrominative polymerization 2. Chlorothiophene is also available!! Combination of RMgX and catalytic R2NH can also be employed instead. 3. Synthesis of poly(thienylene arylene)s 4. Extremely high-molecular-weight polythiophene (Mw: higher then 800 KDa; Photo: Self-standing film of thus obtained polythiophene) 5. Combination of lithium amide and MgX2 (ratio:1-3) wil also be replaced with Knochel-Hauser base 6. Formation of thiophene-Li species: Murahashi coupling polymerization. 7. Cross-coupling polymerization via C-S bond cleavage.

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