Controlling the selective synthesis of [2]- and [3]rotaxanes by intermolecular steric hindrance between the macrocyclic hosts. Issue 7 (24th December 2019)

• Record Type: Journal Article
• Authors: Ye, Zecong; Wang, Jian; Kothapalli, Sudarshana Santhosh Kumar; Yang, Zhiyao; Chen, Lixi; Xu, Weitao; Cai, Yimin; Zhang, Tinghui; Xiao, Xin; Deng, Pengchi; Feng, Wen; Yuan, Lihua
• Is Part Of: Chemical communications. Volume 56:Issue 7(2020)
• Page Start: 1066
• Page End: 1069
• Publication Date: 2019-12-24
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/c9cc08253k
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : Selective synthesis of [2]- and [3]rotaxanes is realized using two macrocycles with little disparity of side chains in steric hindrance. Abstract : Two hydrogen-bonded azo-macrocycles with little disparity of the side chains in steric hindrance exhibited a substantial difference in complexation (slow/fast exchange) towards bipyridinium. Inspired by this finding, these macrocycles were applied to efficiently and selectively construct [2]- and [3]rotaxanes through one-pot synthesis. The origin of the selectivity in this novel approach was elucidated by comparing single crystal structures, DFT calculations and stepwise synthesis.