Dudek Stephen P, Pouderoijen Maarten, Abbel Robert, Schenning Albertus P H J, Meijer E W
Laboratory of Macromolecular and Organic Chemistry, Eindhoven University of Technology, P.O. Box 513, 5600 MB Eindhoven, The Netherlands.
J Am Chem Soc. 2005 Aug 24;127(33):11763-8. doi: 10.1021/ja052054k.
A set of fluorene oligomers has been synthesized by stepwise palladium-catalyzed (Suzuki) couplings of fluorene monomers. Ureidopyrimidinones (UPy), functional groups that can dimerize via quadruple hydrogen bonds, were attached to both ends of the oligofluorenes. The resulting bis-UPy-terminated oligomers self-assemble into supramolecular chain polymers. For comparison, oligofluorenes of the same oligomer lengths but without terminal hydrogen-bonding groups were synthesized. Chains of hydrogen-bonded fluorenes can be simply endcapped by a variety of chain stoppers, molecules that have one UPy group. In this manner, we have endcapped the hydrogen-bonded fluorene chains with either oligo(p-phenylenevinylene) or perylene bisimide. Energy-transfer experiments in solution and the solid state demonstrate that oligofluorenes can donate energy to a variety of energy acceptors, but that this energy transfer occurs most effectively when the donor fluorene is hydrogen-bonded to the acceptor.
通过芴单体的逐步钯催化（铃木）偶联反应合成了一组芴低聚物。脲基嘧啶酮（UPy）是一种可通过四重氢键二聚的官能团，连接在低聚芴的两端。所得的双UPy端基低聚物自组装成超分子链聚合物。为作比较，合成了相同低聚物长度但没有末端氢键基团的低聚芴。氢键连接的芴链可以简单地用各种链终止剂封端，这些链终止剂是含有一个UPy基团的分子。通过这种方式，我们用聚对苯撑乙烯或苝二酰亚胺封端了氢键连接的芴链。溶液和固态中的能量转移实验表明，低聚芴可以向各种能量受体供能，但当供体芴与受体形成氢键时，这种能量转移最有效。
