Hartung Kaitlin M, Sletten Ellen M
Department of Chemistry and Biochemistry, University of California, Los Angeles, 607 Charles E. Young Dr. East, Los Angeles, California 90095, United States.
J Org Chem. 2025 Jan 10;90(1):889-893. doi: 10.1021/acs.joc.4c02471. Epub 2024 Dec 19.
Polycyclic aromatic hydrocarbons (PAHs) and their derivatives are of interest in many fields, from materials science to supramolecular chemistry. 6-Benzo[]pyrene, or olympicene, is a PAH bearing a central -carbon bridge. We sought methods to modify this center position while maintaining stable tetrahedral geometry. Here, we characterize reactivity patterns of three olympicene core starting materials, with two of the three leading to center functionalization of the olympicene core, including the first use of 5-benzo[]pyren-5-one as an olympicene synthon.
多环芳烃（PAHs）及其衍生物在从材料科学到超分子化学的许多领域都备受关注。6-苯并[]芘，即奥运烯，是一种带有中心碳桥的多环芳烃。我们寻求在保持稳定四面体几何结构的同时修饰该中心位置的方法。在此，我们表征了三种奥运烯核心起始原料的反应模式，其中三种中的两种导致了奥运烯核心的中心官能化，包括首次将5-苯并[]芘-5-酮用作奥运烯合成子。
