Zhang Wei, Brombosz Scott M, Mendoza Jose L, Moore Jeffrey S
Roger Adams Laboratory, Department of Chemistry, University of Illinois at Urbana-Champaign, Urbana, Illinois 61801, USA.
J Org Chem. 2005 Nov 25;70(24):10198-201. doi: 10.1021/jo0517803.
[reaction: see text] A shape-persistent, conjugated o-phenylene ethynylene cyclic trimer was prepared in one step from tetrasubstituted benzene monomer 4 in 86% isolated yield through precipitation-driven alkyne metathesis. The template-free, selective generation of the molecular triangle 5 is a thermodynamically favored process and under equilibrium control. A novel tetrameric macrocycle 7 was generated via scrambling metathesis between tricycle 5 and hexacycle 6 using this dynamic covalent chemistry.
[反应：见正文] 通过沉淀驱动的炔烃复分解反应，由四取代苯单体4一步制备出形状持久的共轭邻亚苯基乙炔基环状三聚体，分离产率为86%。分子三角形5的无模板选择性生成是一个热力学有利的过程，且受平衡控制。利用这种动态共价化学，通过三轮车5和六元环6之间的混乱复分解反应生成了一种新型的四聚大环7。
