Synthesis of Cyclotriveratrylene–Phenylacetylene Derivatives and a Photophysical Investigation of Rigid Conjugated Cyclotriveratrylene Dendrimers

• DOI: 10.1002/ejoc.201201024
• Publication Date: 2012-11-02T14:01:22Z
• Authors: Xiao‐Na Han; Jian‐Ming Chen; Zhi‐Tang Huang; Qi‐Yu Zheng
• Keywords: Phenylacetylene

Abstract Various functionalized host molecules and building blocks can be derived from the cone‐shaped cyclotriveratrylene (CTV). In this article, we report on synthesis of CTV‐I 3 derivatives 3a 3b their Sonogashira cross‐coupling with various terminal aryl‐alkynes, to synthesize CTV‐phenylacetylene in moderate good yields. way, three star‐like conjugated dendrimers rigid macrocyclic cores 4k – m , which showed photophysical properties, were also synthesized. The band gaps are 3.49, 3.49 3.45 eV, fluorescence quantum yields 0.64, 0.78, 0.48 (2‐aminopyridine as a standard excited at 310 nm), respectively. Electrochemical studies revealed HOMO LUMO energy levels. Our research disclosed that these CTV could potentially used materials OLEDs.