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ID 30880
file
creator
Iwamoto, Hajime
Yawata, Yukimi
Fukazawa, Yoshimasa
subject
[3]rotaxane
preorganisation
bis(crown ether)
olefin metathesis
NDC
Chemistry
abstract
The tether-assisted synthesis of [3]rotaxane by olefin metathesis has been studied in detail. Bis(crown ether)s, in which two crown ethers are connected by a linker, were threaded onto ammonium salts bearing a terminal olefin to form pseudorotaxanes. The pseudorotaxanes were converted into tethered rotaxanes in the presence of Grubbs catalyst, followed by removal of the linkers to produce [3]rotaxanes in excellent yields. Preorganisation of the two reactive ends has led to a great improvement in the yield of [3]rotaxanes. The ring strain of the tethered rotaxanes and the flexibility of the pseudorotaxanes were responsible for the formation of the tethered rotaxanes.
journal title
Supramolecular Chemistry
volume
Volume 22
issue
Issue 11-12
start page
815
end page
826
date of issued
2010-11
publisher
Taylor & Francis Ltd
issn
1061-0278
ncid
publisher doi
language
eng
nii type
Journal Article
HU type
Journal Articles
DCMI type
text
format
application/pdf
text version
author
rights
Copyright (c) 2010 Taylor & Francis. This is an electronic version of an article published in "Supramolecular Chemistry, Volume 22, Issue 11 & 12 November 2010, pages 815 - 826" Disability and Rehabilitation is available at: http://dx.doi.org/10.1080/10610278.2010.514611
relation url
department
Graduate School of Science