Facile Synthesis of Dendritic-Linear-Dendritic Materials by Click Chemistry

• Published in: Macromolecular research Vol. 17; no. 7; pp. 499 - 505
• Main Authors: Lee, Jae Wook, Han, Seung Choul, Kim, Byoung-Ki, Lee, Un Yup, Sung, Sae Reum, Kang, Hwa-Shin, Kim, Ji Hyeon, Jin, Sung-Ho
• Format: Journal Article
• Language: English
• Published: Berlin/Heidelberg 한국고분자학회 01.07.2009; Springer-Verlag
• Subjects: Characterization and Evaluation of Materials; Chemistry; Chemistry and Materials Science; Communications; Complex Fluids and Microfluidics; Nanochemistry; Nanotechnology; Physical Chemistry; Polymer Sciences; Soft and Granular Matter; 고분자공학; click chemistry; alkyne; dendritic-Linear-dendritic materials; Frechet-type dendrimers; azide; Fréchet-type dendrimers; dendritic-linear-dendritic materials
• ISSN: 1598-5032; 2092-7673
• DOI: 10.1007/BF03218898

General, fast, and efficient stitching methods are presented for the synthesis of Fréchet-type dendrimers with linear units at a core, as a preliminary investigation for the synthesis of dendritic-linear-dendritic materials. The synthetic strategy involved an inexpensive, 1,3-dipolar, cycloaddition reaction between an alkyne and an azide in the presence of the Cu(I) species, which is known as the best example of click chemistry. The linear core building blocks, 1,7-octadiyne and 1,6-diazidohexane, were chosen to serve as the alkyne and azide functionalities for dendrimer growth via click reactions with the azide and alkyne-dendrons, respectively. These two building blocks were employed together with the azide- and alkyne-functionalized Fréchet-type dendrons in a convergent strategy to synthesize two kinds of Fréchet-type dendrimers with different linear core units. This comparative efficiency of the click methodology supports the fast and efficient synthesis of dendritic-linear-dendritic materials with the tailor made core unit.