Schulich Faculty of Chemistry, Technion-Israel Institute of Technology, Technion City, Haifa 32000, Israel.
Org Lett. 2009 Nov 19;11(22):5146-9. doi: 10.1021/ol902352k.
Penta-aryloxycorannulene derivatives, which were previously considered difficult synthetic targets, are efficiently achieved via the Cu(I)-catalyzed Ullmann condensation reaction between 1,3,5,7,9-pentachlorocorannulene and a broad variety of substituted phenols. The reaction proceeds under air and mild conditions that are compatible even with 4-bromophenol. These findings open new avenues for easy preparation of other symmetrically substituted pentagonal building blocks that can be used for the preparation of new materials and new supramolecular architectures.
五芳氧基苝衍生物,以前被认为是难以合成的目标,现在可以通过 Cu(I)催化的 1,3,5,7,9-五氯苝与各种取代苯酚之间的 Ullmann 缩合反应高效合成。该反应在空气和温和的条件下进行,甚至与 4-溴苯酚兼容。这些发现为其他对称取代的五边形建筑块的简便制备开辟了新途径,这些建筑块可用于制备新材料和新的超分子结构。