Cargando…
Conformational Control of [2]Rotaxane by Hydrogen Bond
[Image: see text] A series of [2]rotaxanes with various functional groups in the axle component was synthesized by the oxidative dimerization of alkynes, which is mediated by a macrocyclic phenanthroline–Cu complex. The rotaxanes were fully characterized by spectroscopic methods, and the structure o...
Autores principales: | , , , , , , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2022
|
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9087201/ https://www.ncbi.nlm.nih.gov/pubmed/35389647 http://dx.doi.org/10.1021/acs.joc.2c00086 |
_version_ | 1784704151881515008 |
---|---|
author | Kawasaki, Yusuke Rashid, Showkat Ikeyatsu, Katsuhiko Mutoh, Yuichiro Yoshigoe, Yusuke Kikkawa, Shoko Azumaya, Isao Hosoya, Shoichi Saito, Shinichi |
author_facet | Kawasaki, Yusuke Rashid, Showkat Ikeyatsu, Katsuhiko Mutoh, Yuichiro Yoshigoe, Yusuke Kikkawa, Shoko Azumaya, Isao Hosoya, Shoichi Saito, Shinichi |
author_sort | Kawasaki, Yusuke |
collection | PubMed |
description | [Image: see text] A series of [2]rotaxanes with various functional groups in the axle component was synthesized by the oxidative dimerization of alkynes, which is mediated by a macrocyclic phenanthroline–Cu complex. The rotaxanes were fully characterized by spectroscopic methods, and the structure of a rotaxane was determined by X-ray crystallographic analysis. The interaction between the ring component and the axle component was studied in detail to understand the conformation of the rotaxanes. The presence of the hydrogen bond between the phenanthroline moiety in the macrocyclic component and the acidic proton in the axle component influenced the conformation of rotaxane. |
format | Online Article Text |
id | pubmed-9087201 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-90872012022-05-10 Conformational Control of [2]Rotaxane by Hydrogen Bond Kawasaki, Yusuke Rashid, Showkat Ikeyatsu, Katsuhiko Mutoh, Yuichiro Yoshigoe, Yusuke Kikkawa, Shoko Azumaya, Isao Hosoya, Shoichi Saito, Shinichi J Org Chem [Image: see text] A series of [2]rotaxanes with various functional groups in the axle component was synthesized by the oxidative dimerization of alkynes, which is mediated by a macrocyclic phenanthroline–Cu complex. The rotaxanes were fully characterized by spectroscopic methods, and the structure of a rotaxane was determined by X-ray crystallographic analysis. The interaction between the ring component and the axle component was studied in detail to understand the conformation of the rotaxanes. The presence of the hydrogen bond between the phenanthroline moiety in the macrocyclic component and the acidic proton in the axle component influenced the conformation of rotaxane. American Chemical Society 2022-04-07 2022-05-06 /pmc/articles/PMC9087201/ /pubmed/35389647 http://dx.doi.org/10.1021/acs.joc.2c00086 Text en © 2022 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Kawasaki, Yusuke Rashid, Showkat Ikeyatsu, Katsuhiko Mutoh, Yuichiro Yoshigoe, Yusuke Kikkawa, Shoko Azumaya, Isao Hosoya, Shoichi Saito, Shinichi Conformational Control of [2]Rotaxane by Hydrogen Bond |
title | Conformational Control
of [2]Rotaxane by Hydrogen
Bond |
title_full | Conformational Control
of [2]Rotaxane by Hydrogen
Bond |
title_fullStr | Conformational Control
of [2]Rotaxane by Hydrogen
Bond |
title_full_unstemmed | Conformational Control
of [2]Rotaxane by Hydrogen
Bond |
title_short | Conformational Control
of [2]Rotaxane by Hydrogen
Bond |
title_sort | conformational control
of [2]rotaxane by hydrogen
bond |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9087201/ https://www.ncbi.nlm.nih.gov/pubmed/35389647 http://dx.doi.org/10.1021/acs.joc.2c00086 |
work_keys_str_mv | AT kawasakiyusuke conformationalcontrolof2rotaxanebyhydrogenbond AT rashidshowkat conformationalcontrolof2rotaxanebyhydrogenbond AT ikeyatsukatsuhiko conformationalcontrolof2rotaxanebyhydrogenbond AT mutohyuichiro conformationalcontrolof2rotaxanebyhydrogenbond AT yoshigoeyusuke conformationalcontrolof2rotaxanebyhydrogenbond AT kikkawashoko conformationalcontrolof2rotaxanebyhydrogenbond AT azumayaisao conformationalcontrolof2rotaxanebyhydrogenbond AT hosoyashoichi conformationalcontrolof2rotaxanebyhydrogenbond AT saitoshinichi conformationalcontrolof2rotaxanebyhydrogenbond |