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Solution-Phase Synthesis of First-Generation Tetraester Dendritic Branches Involving Microwave and/or Ultrasonic Irradiation

✍ Scribed by Frank Wiesbrock; Claudine Patteux; Tomasz K. Olszewski; Amélie Blanrue; Georgios A. Heropoulos; Barry R. Steele; Maria Micha-Screttas; Theodora Calogeropoulou


Book ID
102173073
Publisher
John Wiley and Sons
Year
2008
Tongue
English
Weight
342 KB
Volume
2008
Category
Article
ISSN
1434-193X

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✦ Synopsis


Abstract

Trifunctionalized aromatic cores were selectively protected to obtain precursors for bidirectional dendritic unit growth through stepwise divergent syntheses. The synthesis of first‐generation dendrimer building blocks was performed by nucleophilic substitution of bromomethyl‐substituted aromatic cores with diethyl malonate anions in the presence of carbonate in halogen‐free solvents. The screening of the reaction parameters revealed the optimum conditions for small‐ and larger‐scale synthesis: these require microwave or ultrasonic irradiation to achieve yields around 70 % in reaction times as short as 15 min. As a result of the heterogeneity of the reaction mixtures, efficient stirring was important to suppress byproduct formation.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)