Di(ethylene glycol) vinyl ether: a highly efficient deactivating reagent for olefin metathesis catalysts

Weidong Liu; Paul J. Nichols; Nathan Smith

doi:10.1016/j.tetlet.2009.08.055

Di(ethylene glycol) vinyl ether: a highly efficient deactivating reagent for olefin metathesis catalysts

Weidong Liu, Paul J. Nichols, Nathan Smith

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

28 Scopus citations

Abstract

A highly efficient method for deactivating commonly used olefin metathesis catalysts is described. Inexpensive and commercially available di(ethylene glycol) vinyl ether is found to quench both first- and second-generation Grubbs' carbenes in less than 10 min at room temperature. The resulting ruthenium byproducts are readily removed by silica gel purification.

Original language	English (US)
Pages (from-to)	6103-6105
Number of pages	3
Journal	Tetrahedron Letters
Volume	50
Issue number	45
DOIs	https://doi.org/10.1016/j.tetlet.2009.08.055
State	Published - Nov 11 2009
Externally published	Yes

Keywords

Fisher carbene
Metathesis
RCM
Ruthenium
Scavenger

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2009.08.055

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title = "Di(ethylene glycol) vinyl ether: a highly efficient deactivating reagent for olefin metathesis catalysts",

abstract = "A highly efficient method for deactivating commonly used olefin metathesis catalysts is described. Inexpensive and commercially available di(ethylene glycol) vinyl ether is found to quench both first- and second-generation Grubbs' carbenes in less than 10 min at room temperature. The resulting ruthenium byproducts are readily removed by silica gel purification.",

keywords = "Fisher carbene, Metathesis, RCM, Ruthenium, Scavenger",

author = "Weidong Liu and Nichols, \{Paul J.\} and Nathan Smith",

year = "2009",

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doi = "10.1016/j.tetlet.2009.08.055",

language = "English (US)",

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pages = "6103--6105",

journal = "Tetrahedron Letters",

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T1 - Di(ethylene glycol) vinyl ether

T2 - a highly efficient deactivating reagent for olefin metathesis catalysts

AU - Liu, Weidong

AU - Nichols, Paul J.

AU - Smith, Nathan

PY - 2009/11/11

Y1 - 2009/11/11

N2 - A highly efficient method for deactivating commonly used olefin metathesis catalysts is described. Inexpensive and commercially available di(ethylene glycol) vinyl ether is found to quench both first- and second-generation Grubbs' carbenes in less than 10 min at room temperature. The resulting ruthenium byproducts are readily removed by silica gel purification.

AB - A highly efficient method for deactivating commonly used olefin metathesis catalysts is described. Inexpensive and commercially available di(ethylene glycol) vinyl ether is found to quench both first- and second-generation Grubbs' carbenes in less than 10 min at room temperature. The resulting ruthenium byproducts are readily removed by silica gel purification.

KW - Fisher carbene

KW - Metathesis

KW - RCM

KW - Ruthenium

KW - Scavenger

UR - https://www.scopus.com/pages/publications/70349208582

UR - https://www.scopus.com/inward/citedby.url?scp=70349208582&partnerID=8YFLogxK

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DO - 10.1016/j.tetlet.2009.08.055

M3 - Article

AN - SCOPUS:70349208582

SN - 0040-4039

VL - 50

SP - 6103

EP - 6105

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 45

ER -

Di(ethylene glycol) vinyl ether: a highly efficient deactivating reagent for olefin metathesis catalysts

Abstract

Keywords

ASJC Scopus subject areas

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