Simultaneous Fabrication of P and M Helices in One‐Component Chiral System by Methanol‐Water Mediated Dual Assembly Pathway

作者：Laiben Gao, Kaikai Yang, Chao Xing, Biyan Lin, Changli Zhao, Xiaoqiu Dou, Chuanliang Feng · 发表于：Angewandte Chemie International Edition · 年份：2024 · DOI：10.1002/anie.202417876 · 被引用次数：9 · 研究领域：Supramolecular Self-Assembly in Materials、Advanced biosensing and bioanalysis techniques、Chemical Synthesis and Analysis

Abstract The synergetic evolution of multiple chiral structures stemmed from same building units is ubiquitous in nature and vital to living systems, but achieving it in artificial systems remains a challenge. Herein, we report a methanol‐water mediated dual assembly pathway strategy for simultaneous construction of P and M helices in one‐component chiral system. The conformation of l ‐phenylaniline derivates (LBpyF) is controlled to folded state in CH 3 OH due to the hydrogen bonds as well as C−H⋅⋅⋅π interaction between LBpyF and CH 3 OH. Addition of H 2 O into above CH 3 OH solution of LBpyF results in the simultaneous occurrence of two self‐assembly pathways and double networks of P and M helices were therefore formed, due to the synchronous process of 1) self‐assembly of folded LBpyF into M‐helices and 2) H 2 O induced unfolding of folded LBpyF molecules followed by self‐assembly of them into P‐helices. The bipyridine core, phenyl ring, amide unit all adapted into different stacking modes in M‐helices and P‐helices, and energy analysis indicated that the minority M‐helices were more thermodynamically favored products. This study provides an approach to explore synergetic evolution of multiple chiral structures by manipulating the multiple assembly pathway.