Controlling association kinetics in the formation of donor-acceptor pseudorotaxanes

TETRAHEDRON LETTERS

卷:56

Article

McGonigal, Paul R.¹  Li, Hao¹  Cheng, Chuyang¹  Schneebeli, Severin T.¹  Frasconi, Marco¹  Witus, Leah S.¹  Stoddart, J. Fraser¹ 

[1] Northwestern Univ, Dept Chem, Evanston, IL 60208 USA

关键词: Pseudorotaxane;    Kinetics;    Inclusion complex;    Cyclophane;   

DOI  :  10.1016/j.tetlet.2015.01.169

来源: Elsevier

【 摘 要 】

We report a systematic investigation of size-complementary stoppering groups used to determine the kinetics of threading a cyclophane, namely cyclobis(paraquat-p-phenylene), onto a series of molecular dumbbells. We have identified a set of simple functionalized phenyl and biaryl groups that present activation energy barriers between 16.7 and 26.6 kcal mol(-1) to threading the dumbbells. These barriers will be employed as 'steric speed bumps' to modulate kinetics in artificial molecular pumps that operate based upon a delicate balance of noncovalent bonding interactions. (C) 2015 Elsevier Ltd. All rights reserved.

【 授权许可】

Free