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

被引:2
作者
Bagdziunas, Gintautas [1 ]
Stoncius, Sigitas [2 ]
Butkus, Eugenijus [3 ]
机构
[1] Ctr Phys Sci & Technol, Dept Mat Sci & Elect Engn, Sauletekio Ave 3, LT-10257 Vilnius, Lithuania
[2] Ctr Phys Sci & Technol, Dept Organ Chem, Akad St 7, LT-08412 Vilnius, Lithuania
[3] Life Sci Ctr, Sauletekio Ave 7, LT-10257 Vilnius, Lithuania
关键词
bicyclononanes; cross-coupling; silver; Sonogashira reaction; Suzuki reaction; chiroptical properties; circular dichroism; DISCOTIC LIQUID-CRYSTALS; CROSS-COUPLING REACTIONS; ORGANIC SOLAR-CELLS; CHIROPTICAL PROPERTIES; ABSOLUTE-CONFIGURATION; CIRCULAR-DICHROISM; SEMICONDUCTORS; MOLECULES; CORE;
D O I
10.1055/s-0036-1590833
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
引用
收藏
页码:2790 / 2794
页数:5
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