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Description
Azacyclphanes, also known as macrocyclic oligoaryl amines, are a group of compounds combining the electrodonor and acid-base properties of nitrogen heterocycles with the properties of cyclophanes. The Buchwald-Hartwig reaction, catalyzed by palladium, is commonly used for the synthesis of such compounds
The aim of the study was to develop a synthesis path for a tetraazacyclophane derivative and investigate the properties of the transitional macrocycles. The most challenging part of the research was to adjust the cyclization reaction conditions to obtain more than trace amounts of the product and attempt to increase the efficiency of individual steps.
A synthesis of a new, previously unreported in the literature, tetraazacyclophane derivative based on the Buchwald-Hartwig amination reaction was described, and two effective synthetic paths were established. During the study, a three-step reaction path was modified and optymalized. Moreover the choice to synthesize the compound using an alternative four-step method was made. Additionally, modifications introduced in the second reaction step allowed for a twofold increase in yield on a larger scale.
Field | Chemistry |
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Length | Poster |