476168-53-3Relevant academic research and scientific papers
Strain-Promoted Double Azide Addition to Octadehydrodibenzo[12]annulene Derivatives
Fukushima, Satomi,Ashizawa, Minoru,Kawauchi, Susumu,Michinobu, Tsuyoshi
, (2019/03/13)
Octadehydrodibenzo[12]annulenes (DBAs), readily available by the oxidative acetylenic coupling of 1,2-diethynylbenzene derivatives, were reacted with organic azides. As compared to the well-known strain-promoted azide-alkyne cycloaddition (SpAAC) of 5,6,11,12-tetradehydrodibenzo[a,e][8]annulene, the reactivity of the DBA alkynes was lower due to the lower strain energy. However, the regioselective double azide addition occurred without any side reactions under mild conditions, yielding bis-triazole products. The structures of the products were confirmed by an X-ray crystal structure analysis, and the reaction mechanism was studied by 1H-NMR spectroscopy and computational studies. It was also found that the DBAs were hardly fluorescent, while the bis-triazole products showed a green fluorescence with quantum yields up to 5.1 %. Finally, the new strain-promoted double azide addition to the DBAs was used for step-growth polymerization, successfully producing a high molecular weight triazole polymer.
Synthesis of conjugated dendrons with nonlinear optical activity
Wang, Jie,Lu, Meng,Pan, Yongchun,Peng, Zhonghua
, p. 7781 - 7786 (2007/10/03)
New dipolar conjugated dendrons with electron-withdrawing groups on the periphery and electron-donating groups distributed at the core and throughout the dendritic skeleton have been conveniently synthesized. The π-conjugated dendritic skeleton provides extended conjugation between each electron donor-acceptor pair, resulting in numerous traditional nonlinear optically active chromophores in one single dendron.
