Advantages
- Precise design and compound synthesis allows for materials development by designing and synthesizing compounds to meet industrial needs and applications and evaluating their functions.
- Possible to synthesize derivatives of adamantane compounds used as pharmaceutical materials.
Background and Technology
Diamond and nanodiamond materials are predicted to be ideal power semiconductors because of their hardness, thermal stability, thermal conductivity, and transparency. Adamantane is a cage-shaped compound consisting of 10 carbon atoms arranged similarly to the structure of a diamond and is called the smallest diamondoid compound. Higher-order diamondoid compounds, including adamantane, are even smaller than nanodiamonds. They are known to have properties such as a high melting point and negative electron affinity, and their band gap and reactivity vary depending on their structure, and they have been studied in a variety of applications. Diamondoid compounds are synthesized by isolation from crude oil or by conversion reactions of hydrocarbons, but the higher-order ones are difficult to obtain and purify.
We have been studying the bottom-up approach to construct the desired diamond structures by a molecular synthetic approach. We have developed a new method to synthesize adamantane-annulated arenes and a new method to synthesize higher-order diamondoid compounds by the dearomatization of adamantane-annulated arenes.
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Reference and Patent
- Preprint https://chemrxiv.org/engage/chemrxiv/article-details/63e5de8ffcfb27a31f837e38
- Patent pending
Principal Investigator
Kenichiro ITAMI Professor (Nagoya University Institute of Transformative Bio-Molecules; ITbM)
Current Stage and Next Step
- More than 20 examples of adamantane-annulated arenes have been synthesized, and highly soluble arenes, increased HOMO energy due to σ-π conjugation, etc., have been confirmed.
- Successfully synthesized and purified diamondoid compounds from adamantane-annulated arenes by dearomatization.
- In the future, we would like to promote joint development with collaborative partner companies that develop materials or pharmaceutical development for various applications, designing, synthesizing, and evaluating compounds according to their needs.
Project No. BK-04422