Synthesis of Star-Shaped Aromatic Derivatives with Chirality Predetermined by Bicyclo[3.3.1]nonane Framework

Author:

Bagdžiūnas Gintautas1ORCID,Stončius Sigitas2,Butkus Eugenijus3

Affiliation:

1. Department of Material Science and Electrical Engineering, Center for Physical Sciences and Technology

2. Department of Organic Chemistry, Center for Physical Sciences and Technology

3. Life Sciences Center

Abstract

Star-shaped aromatic derivatives of bicyclo[3.3.1]nonane with predetermined chirality were synthesized by employing the Suzuki and Sonogashira reactions. The C 3-symmetric trifunctional aromatic derivatives based on the lateral bicyclo[3.3.1]nonene moiety possess unique molecular structures. The chiroptical properties of the star-shaped compounds and the corresponding monomeric derivatives were studied, and the absolute configuration was confirmed by using the empirical octant rule for the carbonyl chromophore and the sector rule for the aromatic chromophore.

Funder

European Social Fund

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry

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