Monofunktionalisierte Dendrons verschiedener Generationen - als Reagenzien zur Einf�hrung dendritischer Reste

Abstract

Monofunctionalized Dendrons of Different Generations – as Reagents for the Introduction of Dendritic Substituents In recent years dendrimers become more and more important not only in organic chemistry. They represent a new class of molecules with unique characteristic features. But dendrimers represent not only designed molecular architecture. They stand for a new concept in chemistry. They can be used to alter the properties of already existing molecular skeletons or they can be used to transfer new properties to a classical functional unit. This means that functionalized dendrimers and dendrons (dendritic building blocks) can be regarded as reagents for the preparation of new compounds with dendritic properties. In this article the synthesis and the practical use of appropriate dendritic reagents is explained. Furthermore we introduce the new technical terms „{n} dendryl‐”︁ for dendritic substituents of n generations and „dendriagent”︁ which stands for dendritic reagents. Moreover we give a short outlook on future developments.

Chiral BINOL-centered dendrimers for the enantioselective Lewis acid catalyzed diethylzinc addition to aldehydes

“…Fréchet-type dendrons with bromide at the focal point were prepared according to the procedure introduced by Hawker and Fréchet. 15 The resulting bromides were converted into their corresponding amines by using the method reported by Vogtle et al 16 Classical Gabriel synthesis, introduction of the phthalimide followed by deprotection of the amine using hydrazine, resulted in dendritic amines 5. The first generation of secondary amine dendron 7 was synthesized through the alkylation reaction between phenylamine and the Fréchet-type dendritic bromide 6 in the presence of triethylamine in high reaction yield.…”

Detailed nomenclature for dendritic molecules

“…The general case is shown by compound 2 in Fig. 3: a dendritic substituent, which is called a dendron or dendryl substituent, 10 is bound to a core-molecule.…”

Synthesis of Frechét-Type Resorcarene Tetrabenzoxazine Dendrimers

“…9,13 Subsequent modification of the benzylic ether bromides with potassium phthalimide and following cleavage with hydrazine hydrate gives dendron amines 8a-c ( Figure 2) in rather good yields. 13 Amine [G-1]-NH 2 8a was synthesized according to Scheme 1 starting with the reaction of 3,5-dihydroxybenzyl alcohol (3) and benzyl bromide (4) in acetone with potassium carbon-ate and [18]-crown-6 in 89% yield. The subsequent reaction of the benzyl ether [G-1]-OH 5a with PBr 3 in toluene gave bromide [G-1]-Br 6a in 70% yield.…”