TY - JOUR
T1 - Controllable chiral memory in an anion tetrahedral cage
AU - Zhang, Wenyao
AU - Zhao, Jie
AU - Yang, Dong
AU - Li, Boyang
AU - Feng, Yang
AU - Wang, Yue
AU - Zheng, Xiaoyan
AU - Yang, Xiao Juan
AU - Wu, Biao
N1 - Publisher Copyright:
© 2023 The Royal Society of Chemistry.
PY - 2023/8/31
Y1 - 2023/8/31
N2 - The construction of chiral structures, especially through chiral guest induction and subsequent chiral memory, is an important yet challenging task in hydrogen-bonded supramolecular systems. Here, we report the chiral induction of a series of chiral guests (R/S-α-methylcholine, G1S/1R; R/S-β-methylcholine, G2S/2R) to an anion-coordination-driven tetrahedral cage 1. Interestingly, the chiral memory effect is observed, where the induced chirality can be retained for a certain period (up to several days) upon replacing the chiral guests with achiral ones (TEA+, TMA+ or Ch+). Low Gibbs energies of activation may contribute to facile chiral induction and retention, while the high binding affinity between cage 1 and TEA+ enables the replacement of the trapped chiral guest to obtain chiral memory. Moreover, the controllable retention time of induced chirality could be realized by using different achiral guests. The findings provide a convenient way for “aniono” cages to achieve stereochemical control from achiral building blocks.
AB - The construction of chiral structures, especially through chiral guest induction and subsequent chiral memory, is an important yet challenging task in hydrogen-bonded supramolecular systems. Here, we report the chiral induction of a series of chiral guests (R/S-α-methylcholine, G1S/1R; R/S-β-methylcholine, G2S/2R) to an anion-coordination-driven tetrahedral cage 1. Interestingly, the chiral memory effect is observed, where the induced chirality can be retained for a certain period (up to several days) upon replacing the chiral guests with achiral ones (TEA+, TMA+ or Ch+). Low Gibbs energies of activation may contribute to facile chiral induction and retention, while the high binding affinity between cage 1 and TEA+ enables the replacement of the trapped chiral guest to obtain chiral memory. Moreover, the controllable retention time of induced chirality could be realized by using different achiral guests. The findings provide a convenient way for “aniono” cages to achieve stereochemical control from achiral building blocks.
UR - http://www.scopus.com/inward/record.url?scp=85172785360&partnerID=8YFLogxK
U2 - 10.1039/d3qi01336g
DO - 10.1039/d3qi01336g
M3 - Article
AN - SCOPUS:85172785360
SN - 2052-1545
VL - 10
SP - 6384
EP - 6391
JO - Inorganic Chemistry Frontiers
JF - Inorganic Chemistry Frontiers
IS - 21
ER -