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Oi Lab
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The organic synthesis lab uses metals to join molecules that would not otherwise bond.
AboutAbout the lab
Forming new bonds with metal catalysts.
The Oi Lab studies organic synthesis reactions that use homogeneous transition-metal complex catalysts.
It develops reactions that activate small molecules such as carbon dioxide and carbon monoxide and convert them into useful compounds.
Aiming also at the precise synthesis of natural products and bioactive compounds, the lab creates new catalytic synthetic reactions that exploit the properties of metals.
Even molecules that never react when simply mixed can be made to react through the action of organotransition-metal complexes.
Key terms
- Ligand
- An organic molecule or atomic group that binds to a metal atom. The combination with the metal changes the properties of the complex.
- Catalyst
- A substance that helps a reaction proceed and then returns to its original form, so that it can work repeatedly.
- Coupling reaction
- A reaction that joins two molecules by forming a new carbon-carbon bond.
ResearchResearch themes
The lab studies organic synthesis reactions that use homogeneous transition-metal complex catalysts. By combining metals and ligands to make complexes with different properties, it develops new reactions that join molecules that normally do not react with each other.
*Illustrative imageDirect coupling of aromatics
For coupling reactions that form biaryl structures, which are common in pharmaceuticals and functional molecules, the lab focuses on Ru catalysts. By combining Ru complexes, ligands, bases, and additives, it develops direct coupling reactions that use a coordinating functional group as a directing group.
*Illustrative imageCoupling with organosilicon reagents
As organometallic reagents for coupling reactions, organosilicon compounds have been used less often than, for example, organomagnesium compounds, because their stability makes them less reactive. The lab develops reactions that hinge on the electrophilic transmetalation of readily available aryltrimethylsilanes.
*Illustrative imageElectrophilic substitution of alkenes
Electrophilic substitution proceeds readily in aromatic compounds, but it is difficult in alkenes because decomposition or polymerization occurs first. The lab aims to achieve electrophilic substitution of alkenes by using a base with suitable bulkiness and basicity to abstract a proton from the cationic intermediate.
MembersFaculty
The members of the Oi Lab consist of faculty, graduate students, and undergraduates.As of 2025
- ProfessorShuichi Oi
- LecturerShinya Tanaka
VoicesStudent voices
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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: “Hoveyda-Grubbs-catalyst-1st-gen 3D-balls” Diogo Duarte / CC BY-SA 3.0 (cropped)
- Direct coupling of aromatics: “Biphenyl molecule twisted ball” Jynto (more from this user) / CC0 (cropped)
- Coupling with organosilicon reagents: “Tetramethylsilane-3D-balls” Ben Mills and Jynto / Public domain (cropped)
- Electrophilic substitution of alkenes: “Styrene-3D-balls” Ben Mills and Jynto / Public domain (cropped)
- Related lab (Hattori Lab): “Calixarene” Edgar181 / Public domain (cropped)
- Related lab (Tomishige Lab): “Dry Raney nickel” en:User:Rune.welsh / CC BY-SA 3.0 (cropped)
- Related lab (Akutagawa Lab): “Fingerprint texture of a liquid crystal resembling Van Gogh's style” Wojciech Tomczyk / CC BY 4.0 (cropped)
- Related lab (Tamaru Lab): “Ausblick, Ethanolanlage, 2025 Dunaföldvár” Globetrotter19 / CC BY-SA 4.0 (cropped)
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