Conformational Effects on the Threading Kinetics of Dumbbell-Shaped Guests into the Cavity of Oxatub[4]arene

Jia, Fei1,2; Li, Dong-Hao1; He, Shan1; Yang, Liu-Pan1,3; Jiang, Wei1

2022-10-01

10.1002/anie.202212305

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION   影响因子和分区

1433-7851

1521-3773

Unprecedented threading kinetics were revealed between viologen-based guests and conformationally adaptive oxatub[4]arene. Three representative conformations of oxatub[4]arene are involved in the kinetic and thermodynamic products which follow the opposite orders in their rankings. Consequently, error correction was involved and a complex kinetic process was observed in a simple two-component system. Moreover, it was found that some viologen-based guests have much faster threading kinetics than those of DABCO-based with the same stoppers. This was enabled by an unprecedented threading mechanism in which a tilted conformation of the guests is adopted by involving one linear alkyl group on the 3,5-dialkoxybenzyl stoppers, the viologen core, and the methylene spacers in the transition states. This new mechanism even allows the viologen-based guests with the 3,5-dicetyloxybenzyl stoppers to form a pseudorotaxane with oxatub[4]arene.

Interlocked Molecule Macrocyclic Chemistry Pseudorotaxane Self-Assembly Threading Kinetics

SCI

英语

NI论文

第一 ; 通讯

National Natural Science Foundation of China["21822104","22125105"] ; Shenzhen "Pengcheng Scholar", Guangdong High-Level Personnel of Special Support Program[2019TX05C157] ; Guangdong Provincial Key Laboratory of Catalysis[2020B121201002]

Chemistry

Chemistry, Multidisciplinary

WOS:000864922700001

WILEY-V C H VERLAG GMBH

CHEMISTRY

Web of Science

1.Southern Univ Sci & Technol, Dept Chem, Guangdong Prov Key Lab Catalysis, Shenzhen Grubbs Inst, Shenzhen 518055, Peoples R China
2.Yanan Univ, Shaanxi Key Lab Chem React Engn, Coll Chem & Chem Engn, Yanan 716000, Peoples R China
3.Univ South China, Sch Pharmaceut Sci, Hengyang Med Sch, Hengyang 421001, Peoples R China

Jia, Fei,Li, Dong-Hao,He, Shan,et al. Conformational Effects on the Threading Kinetics of Dumbbell-Shaped Guests into the Cavity of Oxatub[4]arene[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,2022.

Jia, Fei,Li, Dong-Hao,He, Shan,Yang, Liu-Pan,&Jiang, Wei.(2022).Conformational Effects on the Threading Kinetics of Dumbbell-Shaped Guests into the Cavity of Oxatub[4]arene.ANGEWANDTE CHEMIE-INTERNATIONAL EDITION.

Jia, Fei,et al."Conformational Effects on the Threading Kinetics of Dumbbell-Shaped Guests into the Cavity of Oxatub[4]arene".ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2022).