Synthesis, Reactivity, and Properties of a Class of π-Extended BODIPY Derivatives
Wanwan Li, Qingbao Gong, Xing Guo, Qinghua Wu, Fei Chang, Hua Wang, Fan Zhang, Erhong Hao, Lijuan Jiao
Abstract
A new family of π-extended BODIPY derivatives were obtained through the condensation of aldehyde and pyrrole in aqueous solution in the presence of HCl. The new rigid π-framework extends beyond the dipyrromethene unit, which is significantly different from classical BODIPYs in the electronic configuration. Both π-extended BODIPYs displayed intense absorption and moderate emission with maxima around 565 and 620 nm, respectively, and showed interesting reactivity toward various nucleophiles. Moreover, these π-extended BODIPYs were developed as fluorescent probes for rapid and selective detection of GSH and were successfully applied for live-cell imaging.