Researcher Information

KATOONO Ryo

Assistant Professor

Original and Novel Chiral Molecules

Center for International Collaborative Education in Science

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Theme

Chiral Chemistry based on Terephthalamides.

FieldOrganic chemistry, Chiral chemistry
KeywordTerephthalamide, Macrocycle, Triple bond

Introduction of Research

I have DESIGNED and SYNTHESIZED original and novel chiral molecules based on TEREPHTHALAMIDEs. All these molecules consist of phenylene-ethynylene units, leading to molecular framework robustness and conformational flexibility.
The dynamic features of terephthalamides provide diverse equilibrium in solution (e.g., reversal of helical-sense preferences, enhanced optical activity at elevated temperatures, induction of innate helical-sense preference in a multi-fold twisting).
Recent interest is chirality created in the molecular assembly (multi-layer cyclophanes and interlocked ring and rod) of achiral aromatic hydrocarbons through terephthaloyl bridges.
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Chiral Chemistry based on terephthalamides.

Representative Achievements

Chiral diversification through the assembly of achiral phenylacetylene macrocycles with a two-fold bridge.
R. Katoono, K. Kusaka, Y. Saito and K. Sakamoto, Chem. Sci., 2019, 10, 4782.
A Dualistic Arrangement of a Chiral [1]Rotaxane Based on the Assembly of Two Rings and Two Rods.
R. Katoono and T. Tanioka, J. Org. Chem., 2023, 88, 4606.
Enhanced circular dichroism at elevated temperatures through complexation-induced transformation of a three-layer cyclophane with dualistic dynamic helicity.
R. Katoono and Y. Obara, Chem. Sci., 2018, 9, 2222.
Controlled helical senses of twisting in two-, three- and four-layer cyclophanes with planar chirality.
R. Katoono and K. Shimomura, Chem. Commun., 2022, 58, 13385.
Study of optical rotation based on the molecular structure in fused oligomers of macrocycles.
R. Katoono, Y. Obara, K. Sakamoto and R. Miyashita, RSC Adv., 2024, 14, 20735.
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