The Molecular Foundry and the Advanced Light Source, Lawrence Berkeley National Laboratory, Berkeley, California 94720, USA.
Org Lett. 2010 Apr 2;12(7):1528-31. doi: 10.1021/ol100215c.
A pi-templated dynamic [2 + 2 + 1] clipping protocol is established for the synthesis of [2]catenanes from two parts dialdehyde, two parts diamine, and one part tetracationic cyclophane. It is further diversified for the selective formation of an unsymmetrical [2]catenane showing great translational selectivity by employing two different dialdehydes in a one-pot reaction. The dual selectivity and the dynamic nature are verified by (1)H NMR spectroscopy, X-ray single-crystal structural studies, and exchange experiments.
建立了一个基于π模板的动态[2+2+1]夹合反应协议,用于从两个部分的醛、两个部分的二胺和一个部分的四阳离子环番合成[2]绞辫。通过在一锅反应中使用两种不同的醛,进一步多样化为选择性形成非对称[2]绞辫,表现出很大的平移选择性。通过(1)H NMR 光谱、X 射线单晶结构研究和交换实验验证了双重选择性和动态性质。