San Long K, Balser Sebastian, Reeves Brian J, Clikeman Tyler T, Chen Yu-Sheng, Strauss Steven H, Boltalina Olga V
Department of Chemistry, Colorado State University, Fort Collins, CO 80523, USA.
ChemMatCARS, University of Chicago Advanced Photon Source, Argonne, IL 60439, USA.
Beilstein J Org Chem. 2025 Mar 7;21:515-525. doi: 10.3762/bjoc.21.39. eCollection 2025.
A new deep-blue emitting and highly fluorescent anthracene (ANTH) derivative containing perfluorobenzyl (Bn) groups, 9,10-ANTH(Bn), was synthesized in a single step reaction of ANTH or ANTH(Br) with BnI, using either a high-temperature Cu-/NaSO-promoted reaction or via a room-temperature photochemical reaction. Its structure was elucidated by NMR spectroscopy and single crystal X-ray diffractometry. The latter revealed no π-π interaction between neighboring ANTH cores. A combination of high photoluminescence quantum yield (PLQY) of 0.85 for 9,10-ANTH(Bn), its significantly improved photostability compared to ANTH and 9,10-ANTH derivatives, and a simple synthetic access makes it an attractive material as a deep-blue OLED emitter and an efficient fluorescent probe.
一种含有全氟苄基（Bn）基团的新型深蓝色发光且高荧光的蒽（ANTH）衍生物9,10 - ANTH(Bn)，通过蒽（ANTH）或蒽（溴）（ANTH(Br)）与苄基碘（BnI）的一步反应合成，该反应可采用高温铜/亚硫酸钠促进反应或通过室温光化学反应。其结构通过核磁共振光谱和单晶X射线衍射测定得以阐明。后者表明相邻蒽核之间不存在π - π相互作用。9,10 - ANTH(Bn)具有0.85的高光致发光量子产率（PLQY），与蒽及9,10 - ANTH衍生物相比其光稳定性显著提高，且合成方法简单，这使其成为一种有吸引力的材料，可作为深蓝色有机发光二极管（OLED）发光体和高效荧光探针。
