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Synthesis of Information-bearing Peptoids and their Sequence-directed Dynamic Covalent Self-assembly
Published on: February 6, 2020
Iterative molecular assembly based on the cation-pool method. Convergent synthesis of dendritic molecules
Toshiki Nokami1, Kousuke Ohata, Masafumi Inoue
1Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University Nishikyo-ku, Kyoto 615-8510, Japan.
Journal of the American Chemical Society
|July 30, 2008
Summary
A new iterative method enables molecular assembly using a silyl-activated building block. This approach efficiently generates dendritic diarylcarbenium ions for convergent synthesis of complex dendritic molecules.
Area of Science:
- Organic Chemistry
- Synthetic Chemistry
- Materials Science
Background:
- Molecular assembly is crucial for creating complex structures.
- Dendritic molecules offer unique properties but their synthesis can be challenging.
Purpose of the Study:
- To develop an iterative method for efficient molecular assembly.
- To utilize a novel building block for synthesizing dendritic molecules.
Main Methods:
- Developed an iterative cation-pool method.
- Employed (trimethylsilyl)diphenylmethane as a key building block.
- Utilized Friedel-Crafts reactions and low-temperature anodic oxidation.
Main Results:
- The silyl group activated benzene rings for Friedel-Crafts reactions.
- Generated and characterized dendritic diarylcarbenium ions via anodic oxidation.
- Achieved convergent synthesis of dendritic molecules through iterative sequences.
Conclusions:
- The developed iterative method is effective for molecular assembly.
- The use of (trimethylsilyl)diphenylmethane facilitates the synthesis of dendritic structures.
- This approach offers a viable route to complex dendritic molecules.
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