Department of Chemistry, University of California, Berkeley, California, 94720-1460, USA.
Org Lett. 2011 Mar 4;13(5):1154-7. doi: 10.1021/ol2000099. Epub 2011 Feb 2.
Trimeric diphenylanthracene macrocycles were synthesized via the zirconocene-mediated coupling of 9,10-bis-[4-trimethylsilyl(ethynyl)phenyl]anthracene. The macrocycles feature a strained architecture due to orientation of the anthracene units into the plane of the macrocycle. The demetalated cyclophane exhibits a considerably higher flexibility in solution, while the zirconocene-containing macrocycle is quite rigid.
三苯基并[9,10-b]蒽大环通过二茂锆介导的 9,10-双-[4-三甲基甲硅烷基(乙炔基)苯基]蒽的偶联反应合成。大环由于蒽单元定向在大环的平面内,因此具有应变结构。去金属化的环番在溶液中表现出相当高的灵活性,而含锆的大环则非常刚性。