Isomerization of α-pinene oxide in the presence of methyltrioxorhenium(VII)

Sofia M. Bruno; Martyn Pillinger; Fritz E. Kühn; Isabel S. Gonçalves; Anabela A. Valente

doi:10.1016/j.catcom.2013.02.001

Isomerization of α-pinene oxide in the presence of methyltrioxorhenium(VII)

Sofia M. Bruno
, Martyn Pillinger
, Fritz E. Kühn
, Isabel S. Gonçalves
, Anabela A. Valente

Associate Professorship of Molecular Catalysis

University of Aveiro

Research output: Contribution to journal › Article › peer-review

11 Scopus citations

Abstract

The catalytic performance of methyltrioxorhenium(VII) (MTO) has been investigated for the first time in the isomerization of α-pinene oxide (PinOx) into campholenic aldehyde (CPA). The high isomerization activity of MTO is coupled with high selectivity to CPA: CPA yield of up to 87% (100% conversion) was obtained by using α,α,α-trifluorotoluene as solvent at 15 C. Catalyst recycling is possible in a relatively simple fashion by using MTO coupled to an appropriate ionic liquid. The catalytic application of MTO in the isomerization of PinOx versus the integrated epoxidation- isomerization process of the conversion of α-pinene into CPA is discussed.

Original language	English
Pages (from-to)	40-44
Number of pages	5
Journal	Catalysis Communications
Volume	35
DOIs	https://doi.org/10.1016/j.catcom.2013.02.001
State	Published - 5 May 2013

Keywords

α-Pinene oxide
Acid catalysis
Campholenic aldehyde
Isomerization
Keywords
Methyltrioxorhenium

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10.1016/j.catcom.2013.02.001

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@article{af0cfaa9b10244c1bd5ec749ca34b78a,

title = "Isomerization of α-pinene oxide in the presence of methyltrioxorhenium(VII)",

abstract = "The catalytic performance of methyltrioxorhenium(VII) (MTO) has been investigated for the first time in the isomerization of α-pinene oxide (PinOx) into campholenic aldehyde (CPA). The high isomerization activity of MTO is coupled with high selectivity to CPA: CPA yield of up to 87\% (100\% conversion) was obtained by using α,α,α-trifluorotoluene as solvent at 15 C. Catalyst recycling is possible in a relatively simple fashion by using MTO coupled to an appropriate ionic liquid. The catalytic application of MTO in the isomerization of PinOx versus the integrated epoxidation- isomerization process of the conversion of α-pinene into CPA is discussed.",

keywords = "α-Pinene oxide, Acid catalysis, Campholenic aldehyde, Isomerization, Keywords, Methyltrioxorhenium",

author = "Bruno, \{Sofia M.\} and Martyn Pillinger and K{\"u}hn, \{Fritz E.\} and Gon{\c c}alves, \{Isabel S.\} and Valente, \{Anabela A.\}",

year = "2013",

month = may,

day = "5",

doi = "10.1016/j.catcom.2013.02.001",

language = "English",

volume = "35",

pages = "40--44",

journal = "Catalysis Communications",

issn = "1566-7367",

publisher = "Elsevier B.V.",

}

TY - JOUR

T1 - Isomerization of α-pinene oxide in the presence of methyltrioxorhenium(VII)

AU - Bruno, Sofia M.

AU - Pillinger, Martyn

AU - Kühn, Fritz E.

AU - Gonçalves, Isabel S.

AU - Valente, Anabela A.

PY - 2013/5/5

Y1 - 2013/5/5

N2 - The catalytic performance of methyltrioxorhenium(VII) (MTO) has been investigated for the first time in the isomerization of α-pinene oxide (PinOx) into campholenic aldehyde (CPA). The high isomerization activity of MTO is coupled with high selectivity to CPA: CPA yield of up to 87% (100% conversion) was obtained by using α,α,α-trifluorotoluene as solvent at 15 C. Catalyst recycling is possible in a relatively simple fashion by using MTO coupled to an appropriate ionic liquid. The catalytic application of MTO in the isomerization of PinOx versus the integrated epoxidation- isomerization process of the conversion of α-pinene into CPA is discussed.

AB - The catalytic performance of methyltrioxorhenium(VII) (MTO) has been investigated for the first time in the isomerization of α-pinene oxide (PinOx) into campholenic aldehyde (CPA). The high isomerization activity of MTO is coupled with high selectivity to CPA: CPA yield of up to 87% (100% conversion) was obtained by using α,α,α-trifluorotoluene as solvent at 15 C. Catalyst recycling is possible in a relatively simple fashion by using MTO coupled to an appropriate ionic liquid. The catalytic application of MTO in the isomerization of PinOx versus the integrated epoxidation- isomerization process of the conversion of α-pinene into CPA is discussed.

KW - α-Pinene oxide

KW - Acid catalysis

KW - Campholenic aldehyde

KW - Isomerization

KW - Keywords

KW - Methyltrioxorhenium

UR - https://www.scopus.com/pages/publications/84874446586

U2 - 10.1016/j.catcom.2013.02.001

DO - 10.1016/j.catcom.2013.02.001

M3 - Article

AN - SCOPUS:84874446586

SN - 1566-7367

VL - 35

SP - 40

EP - 44

JO - Catalysis Communications

JF - Catalysis Communications

ER -

Isomerization of α-pinene oxide in the presence of methyltrioxorhenium(VII)

Abstract

Keywords

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