Selective Catalytic Isomerization of β‐Pinene Oxide to Perillyl Alcohol Enhanced by Protic Tetraimidazolium Nitrate

A series of tetraimidazolium salts with different anions was prepared and applied in the isomerization of β‐pinene oxide. After examining the activity of different catalysts, a remarkable enhancement of the selectivity of perillyl alcohol (47 %) was obtained over [PEimi][HNO(3)](4) under mild reacti...

Descripción completa

Detalles Bibliográficos
Autores principales: Li, Hui, Liu, Jian, Zhao, Juan, He, Huiting, Jiang, Dabo, Kirk, Steven Robert, Xu, Qiong, Liu, Xianxiang, Yin, Dulin
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2021
Materias:
Full Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8080298/
https://www.ncbi.nlm.nih.gov/pubmed/33908700
http://dx.doi.org/10.1002/open.202000318
_version_ 1783685397603155968
author Li, Hui
Liu, Jian
Zhao, Juan
He, Huiting
Jiang, Dabo
Kirk, Steven Robert
Xu, Qiong
Liu, Xianxiang
Yin, Dulin
author_facet Li, Hui
Liu, Jian
Zhao, Juan
He, Huiting
Jiang, Dabo
Kirk, Steven Robert
Xu, Qiong
Liu, Xianxiang
Yin, Dulin
author_sort Li, Hui
collection PubMed
description A series of tetraimidazolium salts with different anions was prepared and applied in the isomerization of β‐pinene oxide. After examining the activity of different catalysts, a remarkable enhancement of the selectivity of perillyl alcohol (47 %) was obtained over [PEimi][HNO(3)](4) under mild reaction conditions and using DMSO as the solvent. Furthermore, noncovalent interactions between solvent molecules and the catalyst were found by FT‐IR spectroscopy and confirmed by computational chemistry. The homogeneous catalyst showed excellent stability and was reused up to six times without significant loss.
format Online
Article
Text
id pubmed-8080298
institution National Center for Biotechnology Information
language English
publishDate 2021
publisher John Wiley and Sons Inc.
record_format MEDLINE/PubMed
spelling pubmed-80802982021-05-05 Selective Catalytic Isomerization of β‐Pinene Oxide to Perillyl Alcohol Enhanced by Protic Tetraimidazolium Nitrate Li, Hui Liu, Jian Zhao, Juan He, Huiting Jiang, Dabo Kirk, Steven Robert Xu, Qiong Liu, Xianxiang Yin, Dulin ChemistryOpen Full Papers A series of tetraimidazolium salts with different anions was prepared and applied in the isomerization of β‐pinene oxide. After examining the activity of different catalysts, a remarkable enhancement of the selectivity of perillyl alcohol (47 %) was obtained over [PEimi][HNO(3)](4) under mild reaction conditions and using DMSO as the solvent. Furthermore, noncovalent interactions between solvent molecules and the catalyst were found by FT‐IR spectroscopy and confirmed by computational chemistry. The homogeneous catalyst showed excellent stability and was reused up to six times without significant loss. John Wiley and Sons Inc. 2021-04-28 /pmc/articles/PMC8080298/ /pubmed/33908700 http://dx.doi.org/10.1002/open.202000318 Text en © 2021 The Authors. Published by Wiley-VCH GmbH https://creativecommons.org/licenses/by-nc/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc/4.0/ (https://creativecommons.org/licenses/by-nc/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited and is not used for commercial purposes.
spellingShingle Full Papers
Li, Hui
Liu, Jian
Zhao, Juan
He, Huiting
Jiang, Dabo
Kirk, Steven Robert
Xu, Qiong
Liu, Xianxiang
Yin, Dulin
Selective Catalytic Isomerization of β‐Pinene Oxide to Perillyl Alcohol Enhanced by Protic Tetraimidazolium Nitrate
title Selective Catalytic Isomerization of β‐Pinene Oxide to Perillyl Alcohol Enhanced by Protic Tetraimidazolium Nitrate
title_full Selective Catalytic Isomerization of β‐Pinene Oxide to Perillyl Alcohol Enhanced by Protic Tetraimidazolium Nitrate
title_fullStr Selective Catalytic Isomerization of β‐Pinene Oxide to Perillyl Alcohol Enhanced by Protic Tetraimidazolium Nitrate
title_full_unstemmed Selective Catalytic Isomerization of β‐Pinene Oxide to Perillyl Alcohol Enhanced by Protic Tetraimidazolium Nitrate
title_short Selective Catalytic Isomerization of β‐Pinene Oxide to Perillyl Alcohol Enhanced by Protic Tetraimidazolium Nitrate
title_sort selective catalytic isomerization of β‐pinene oxide to perillyl alcohol enhanced by protic tetraimidazolium nitrate
topic Full Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8080298/
https://www.ncbi.nlm.nih.gov/pubmed/33908700
http://dx.doi.org/10.1002/open.202000318
work_keys_str_mv AT lihui selectivecatalyticisomerizationofbpineneoxidetoperillylalcoholenhancedbyprotictetraimidazoliumnitrate
AT liujian selectivecatalyticisomerizationofbpineneoxidetoperillylalcoholenhancedbyprotictetraimidazoliumnitrate
AT zhaojuan selectivecatalyticisomerizationofbpineneoxidetoperillylalcoholenhancedbyprotictetraimidazoliumnitrate
AT hehuiting selectivecatalyticisomerizationofbpineneoxidetoperillylalcoholenhancedbyprotictetraimidazoliumnitrate
AT jiangdabo selectivecatalyticisomerizationofbpineneoxidetoperillylalcoholenhancedbyprotictetraimidazoliumnitrate
AT kirkstevenrobert selectivecatalyticisomerizationofbpineneoxidetoperillylalcoholenhancedbyprotictetraimidazoliumnitrate
AT xuqiong selectivecatalyticisomerizationofbpineneoxidetoperillylalcoholenhancedbyprotictetraimidazoliumnitrate
AT liuxianxiang selectivecatalyticisomerizationofbpineneoxidetoperillylalcoholenhancedbyprotictetraimidazoliumnitrate
AT yindulin selectivecatalyticisomerizationofbpineneoxidetoperillylalcoholenhancedbyprotictetraimidazoliumnitrate

Ejemplares similares