Chiroptical switching of molecular universal joint triggered by complexation/release of a cation: A stepwise synergistic complexation  

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作  者:Fanrui Gao Xingke Yu Ling Liu Jinlei Chen Yongjun Lv Ting Zhao Jiecheng Ji Jiabin Yao Wanhua Wu Cheng Yang 

机构地区:[1]Key Laboratory of Green Chemistry and Technology of Ministry of Education,College of Chemistry,Sichuan University,Chengdu 610064,China [2]School of Chemistry and Chemical Engineering,Chongqing University,Chongqing 400044,China

出  处:《Chinese Chemical Letters》2023年第2期179-182,共4页中国化学快报(英文版)

基  金:the support of this work by the National Natural Science Foundation of China (Nos. 22171194, 21971169, 92056116, 21871194);the Science & Technology Department of Sichuan Province (Nos. 2022YFH0095, 2021ZYD0052)。

摘  要:Pillar[5]arene-based molecular universal joints(MUJs), bearing fused crown ether subring(MUJ1 and MUJ3) or a ring without ether oxygen atom(MUJ2), were synthesized and enantio–differentiated. Significant chiral inversion was observed for the crown ether-fused MUJs upon the addition of equivalent cations Na+, showing an anisotropy(g) factor of 0.014, while alkyl subring-fused MUJ2 showed no CD inversions. Unprecedentedly, sodium ion triggered rolling-in motion of the subring to the pillar[5]arene cavity was verified, and the synergistic noncovalent interaction of cation-π interactions and C–H···π interactions were responsible for the stabilized self-included conformers. The addition of Me OH or competitive hosts 15-crown-5 ether disassembled the complex of MUJ1 and Na+followed by a rolling-out of the subring, which made the sodium-ion triggered chiroptical switching reversible.

关 键 词:Molecular universal joint Chiroptical switching Host-guest interaction arene Synergistic complexing 

分 类 号:O641.3[理学—物理化学]

 

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