Bagdžiūnas Gintautas, Butkus Eugenijus, Stončius Sigitas
Department of Organic Chemistry, Vilnius University, Naugarduko 24, 03225 Vilnius, Lithuania.
Molecules. 2014 Jul 8;19(7):9893-906. doi: 10.3390/molecules19079893.
The chiroptical properties of enantiomerically pure bicyclo[3.3.1]nona-2,6-diene-2,6-dicarbonitrile and related acids were studied by circular dichroism spectroscopy and theoretical computations. A consideration of the molecular structure of the synthesized difunctional compounds revealed that chromophores are predisposed to transannular through-space interaction due to a favourable conformation of the bicyclic skeleton and a rather small interchromophoric distance. Evidence for non-exciton-type coupling between the two acrylonitrile and acrylate moieties in 3 and 4, respectively, was obtained by chiroptical spectroscopy and DFT calculations.
通过圆二色光谱法和理论计算研究了对映体纯的双环[3.3.1]壬-2,6-二烯-2,6-二腈及其相关酸的手性光学性质。对合成的双官能化合物的分子结构进行分析后发现，由于双环骨架的有利构象和相当小的发色团间距离，发色团易于发生跨环空间相互作用。通过手性光学光谱法和密度泛函理论（DFT）计算，分别获得了3和4中两个丙烯腈和丙烯酸酯部分之间非激子型耦合的证据。
