Rickhaus Michel, Vargas Jentzsch Andreas, Tejerina Lara, Grübner Isabell, Jirasek Michael, Claridge Timothy D W, Anderson Harry L
Department of Chemistry, Chemistry Research Laboratory, University of Oxford , Oxford OX1 3TA, United Kingdom.
J Am Chem Soc. 2017 Nov 22;139(46):16502-16505. doi: 10.1021/jacs.7b10710. Epub 2017 Nov 9.
The synthesis of ethyne-linked porphyrin nanorings has been achieved by template-directed Sonogashira coupling. The cyclic hexamer and octamer are predicted by density functional theory to adopt low symmetry conformations, due to dihedral twists between neighboring porphyrin units, but their symmetries are effectively D and D, respectively, in solution by H NMR. The fluorescence spectra indicate that the singlet excited states of these nanorings are highly delocalized.
通过模板导向的Sonogashira偶联反应实现了乙炔连接的卟啉纳米环的合成。密度泛函理论预测，由于相邻卟啉单元之间的二面角扭曲，环状六聚体和八聚体将采取低对称构象，但通过核磁共振氢谱（¹H NMR）测定，它们在溶液中的对称性实际上分别为D₆和D₈。荧光光谱表明，这些纳米环的单重激发态具有高度离域性。
