Solution-phase synthesis of first-generation tetraester dendritic branches involving microwave and/or ultrasonic irradiation

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Title

Solution-phase synthesis of first-generation tetraester dendritic branches involving microwave and/or ultrasonic irradiation

Creator

Heropoulos, Georgios A.

Calogeropoulou, Theodora

Steele, Barry R.

Blanrue, Amelie

Olszewski, Tomasz K.

Micha-Screttas, Maria

Patteux, Claudine

Description

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 tunes as short as 15 min. As a result of the heterogeneity of the reaction mixtures, efficient stirring was important to suppress by-product formation.

Type

Article