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|Title:||Solution-phase synthesis of first-generation tetraester dendritic branches involving microwave and/or ultrasonic irradiation|
Olszewski, Tomasz K.
Heropoulos, Georgios A.
Steele, Barry R.
|Type:||Journal Article (Scientific Journal article)|
|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 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.|
|Publisher:||Wiley - V C H Verlag GmbH & Co. KGaA|
|Journal Title:||European Journal of Organic Chemistry|
|Subject Category:||Science::Organic chemistry|
|Keywords:||dendrimers; nucleophilic substitution; microwave; ultrasound|
|Other Identifiers:||DOI: http://dx.doi.org/10.1002/ejoc.200800325|
|Journal web Location :||http://www.eurjoc.org|
|Rights holder:||© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008).|