Patterson-Gardner Casey, Pan Hongjun, Janesko Benjamin G, Simanek Eric E
Department of Chemistry & Biochemistry, Texas Christian University, Fort Worth, TX 76129, USA.
Department of Chemistry, The University of North Texas in Denton, Denton, TX 76203, USA.
Org Biomol Chem. 2025 Jan 29;23(5):1184-1189. doi: 10.1039/d4ob01751j.
Modifying the backbone of 24-atom macrocycles allows tailoring of physical properties (octanol-water partition coefficients, log ) while conserving both conformation and the barrier to dynamic, hinge-like motion. Structure is determined by 1D and 2D NMR spectroscopy. The barrier can be subtly tuned by modifications that appear to preclude fully revolute motion and efficient π-stacking of the two subunits. The log values increase as expected across this series, and the correlation between computed and observed values reinforces the belief of common structure and behavior across this class of macrocycles.
修饰24原子大环的主链能够在保留构象以及动态铰链状运动势垒的同时，对物理性质（正辛醇-水分配系数，log ）进行调整。结构由一维和二维核磁共振光谱确定。通过似乎能排除两个亚基的完全旋转运动和有效π堆积的修饰，可以巧妙地调节势垒。在这个系列中，log 值如预期那样增加，并且计算值与观测值之间的相关性增强了对这类大环具有共同结构和行为的信念。
