Organisch-Chemisches Institut, Universität Heidelberg, Im Neuenheimer Feld 270, 69120, Heidelberg, Germany.
Centre for Advanced Materials, Universität Heidelberg, Im Neuenheimer Feld 225, 69120, Heidelberg, Germany.
Chemistry. 2023 Jan 27;29(6):e202203101. doi: 10.1002/chem.202203101. Epub 2022 Dec 5.
A novel, benign synthetic strategy towards soluble tetra(peri-naphthylene)anthracene (TPNA) decorated with triisopropylsilylethynyl substituents has been established. The compound is perfectly stable under ambient conditions in air and features intense and strongly bathochromically shifted UV/vis absorption and emission bands reaching to near-IR region beyond 900 nm. Cyclic voltammetry measurements revealed four facilitated reversible redox events comprising two oxidations and two reductions. These remarkable experimental findings were corroborated by theoretical studies to identify the TPNA platform a particularly useful candidate for the development of functional near-IR fluorophores upon appropriate functionalization.
一种新颖的、良性的合成策略，用于制备具有三异丙基乙炔基取代基的可溶性四（并萘）蒽（TPNA）。该化合物在环境条件下在空气中完全稳定，具有强烈的、显著红移的紫外/可见吸收和发射带，其吸收和发射带延伸至近红外区域，超过 900nm。循环伏安法测量显示了四个促进的可逆氧化还原事件，包括两个氧化和两个还原。这些显著的实验结果得到了理论研究的证实，确定了 TPNA 平台是在适当功能化后开发功能性近红外荧光团的特别有用的候选物。
