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(Kyosei 6) Fine Organic Chemistry Lab
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The lab is an organic synthetic chemistry lab that designs new catalysts and ligands for asymmetric synthesis.
AboutAbout the lab
Rethinking reactions to make molecules that could not be made before.
The Fine Organic Chemistry Lab studies synthetic methods for making molecules expected to be useful as pharmaceuticals and fragrances.
Many bioactive substances found in nature have complex structures, and supplying them by chemical synthesis is still difficult in many cases.
To address this, the lab develops synthetic methods that use environmentally considerate solid-state and photochemical reactions, and methods that use new organometallic catalysts.
The lab also puts effort into asymmetric synthesis, which selectively makes only one of two mirror-image forms (enantiomers) of a molecule.
Key terms
- Asymmetric synthesis
- Synthesis that selectively makes only one of two molecules that are mirror images of each other.
- Ligand
- A molecule that binds to the metal of a catalyst and determines the shape and properties of the site where the reaction takes place.
- Organocatalyst
- A catalyst that contains no metal and is made only of organic compounds.
- Hypervalent
- A state in which an atom such as iodine or bromine holds more electrons than the usual eight.
ResearchResearch themes
To supply bioactive substances with complex structures by chemical synthesis, the lab works on developing synthetic reactions that have not existed before. Its two main approaches are methods that use environmentally considerate solid-state and photochemical reactions, and methods that use new organometallic catalysts.
*Illustrative imageAsymmetric Ligands Based on Twisted Bonds
Transition metal catalysts used in catalytic asymmetric reactions consist of a metal at the center of the reaction and a ligand that creates an asymmetric environment. Even with the same metal, the choice of ligand greatly changes the optical purity of the product, so the lab develops ligands whose asymmetry comes from a twist around a carbon–nitrogen bond.
*Illustrative imageBond Formation with Transition Metal Catalysts
The lab found that hydrazone compounds work well as ligands for palladium catalysts, and has developed a method for constructing benzofuran rings through intramolecular cyclization. Recently, it has also succeeded in making benzofurans with a substituent at the 7-position by using the Claisen rearrangement.
*Illustrative imageAsymmetric Synthesis with Organocatalysts
Organocatalysts are relatively inexpensive and low in toxicity, stable in air and water, and there is no concern that the products will be contaminated with metal. The lab designs new organocatalysts and uses umpolung (polarity inversion) reactions to achieve asymmetric synthesis that selectively yields unnatural amino acids and other compounds.
*Illustrative imageChiral Hypervalent Halogen Compounds
Iodine and bromine can take a hypervalent state in which they hold more electrons than usual. Focusing on bromonium salts, which had never been used as catalysts, the lab develops catalytic reactions driven by halogen bonding, and further asymmetric catalytic reactions that incorporate a chiral framework.
MembersFaculty
The Fine Organic Chemistry Lab consists of faculty members and master's and fourth-year undergraduate students.
- ProfessorTakashi Mino
- Associate ProfessorYasushi Yoshida
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Report an errorAbout the images
The top and research theme images are illustrative and were not taken at the lab. They are cropped from Wikimedia Commons images. Cropped CC BY-SA images are provided under the same CC BY-SA license as the original (version shown on each line).
- Top image: “Diselenide TLC chromatogram” Daniel Dróżdż / CC BY 4.0 (cropped)
- Asymmetric Ligands Based on Twisted Bonds: “Manganese-Chromium Quintuple Bond Crystal Structure” Aherthabey / CC BY-SA 4.0 (cropped)
- Bond Formation with Transition Metal Catalysts: “Palladium (46 Pd)” Hi-Res Images of Chemical Elements / CC BY 3.0 (cropped)
- Asymmetric Synthesis with Organocatalysts: “Amino Acid Structure” Techguy78 / CC BY-SA 4.0 (cropped)
- Chiral Hypervalent Halogen Compounds: “Bromine vial in acrylic cube” Alchemist-hp (pse-mendelejew.de) / CC BY-SA 3.0 de (cropped)
- Related lab ((Kyosei 7) Environmentally Harmonious Organic Synthesis Lab): “Iodine-evaporating” Jurii / CC BY 3.0 (cropped)
- Related lab ((Kyosei 16) Molecular Structure Analysis Chemistry Lab): “Artistic Crystallization, Bottom View” Paolo Infante / CC BY-SA 4.0 (cropped)
- Related lab (Shiba Lab): “CdSeNanoplatelets” Kabotin / CC BY-SA 4.0 (cropped)
- Related lab (Catalytic Chemistry Lab): “CataylstExampleSulfuricAcidPlant” PennyBrowns23651 / CC BY-SA 4.0 (cropped)
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