Synthesis of a Chiral [2]Rotaxane: Induction of a Helical Structure through Double Threading

A helically chiral [2]­rotaxane featuring two ammonium ion recognition sites in the dumbbell-like component and a calix-bis-crown ether as the macrocyclic component was synthesized, but with no chirality in either individual component. The enantiomeric nature of the isomers, separated through chiral...

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Published in:Organic letters 2018-08, Vol.20 (16), p.4745-4748
Main Authors: Tsukamoto, Toshihiro, Sasahara, Ryota, Muranaka, Atsuya, Miura, Yuzuki, Suzuki, Yu, Kimura, Masaki, Miyagawa, Shinobu, Kawasaki, Tsuneomi, Kobayashi, Nagao, Uchiyama, Masanobu, Tokunaga, Yuji
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container_end_page 4748
container_issue 16
container_start_page 4745
container_title Organic letters
container_volume 20
creator Tsukamoto, Toshihiro
Sasahara, Ryota
Muranaka, Atsuya
Miura, Yuzuki
Suzuki, Yu
Kimura, Masaki
Miyagawa, Shinobu
Kawasaki, Tsuneomi
Kobayashi, Nagao
Uchiyama, Masanobu
Tokunaga, Yuji
description A helically chiral [2]­rotaxane featuring two ammonium ion recognition sites in the dumbbell-like component and a calix-bis-crown ether as the macrocyclic component was synthesized, but with no chirality in either individual component. The enantiomeric nature of the isomers, separated through chiral HPLC, was apparent in their CD spectra, which were mirror images for all wavelengths.
doi_str_mv 10.1021/acs.orglett.8b01727
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title Synthesis of a Chiral [2]Rotaxane: Induction of a Helical Structure through Double Threading
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