Template-directed olefin cross metathesis

Stuart J. Cantrill; Robert H. Grubbs; Daniela Lanari; Ken C F Leung; Alshakim Nelson; Katherine G. Poulin-Kerstien; Sebastian P. Smidt; J. Fraser Stoddart; David A. Tirrell

doi:10.1021/ol051599g

Template-directed olefin cross metathesis

Stuart J. Cantrill, Robert H. Grubbs^*, Daniela Lanari, Ken C F Leung, Alshakim Nelson, Katherine G. Poulin-Kerstien, Sebastian P. Smidt, J. Fraser Stoddart, David A. Tirrell

^*Corresponding author for this work

Chemistry

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

44 Scopus citations

Abstract

(Figure Presented) A template containing two secondary dialkylammonium ion recognition sites for encirclement by olefin-bearing dibenzo[24]crown-8 derivatives has been used to promote olefin cross metatheses with ruthenium-alkylidene catalysts. For monoolefin monomers, the rates of metatheses and yields of the dimers are both amplified in the presence of the template. Likewise, for a diolefin monomer, the yield of the dimer is enhanced in the presence of the template under conditions where higher oligomers are not formed.

Original language	English (US)
Pages (from-to)	4213-4216
Number of pages	4
Journal	Organic Letters
Volume	7
Issue number	19
DOIs	https://doi.org/10.1021/ol051599g
State	Published - Sep 15 2005

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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title = "Template-directed olefin cross metathesis",

abstract = "(Figure Presented) A template containing two secondary dialkylammonium ion recognition sites for encirclement by olefin-bearing dibenzo[24]crown-8 derivatives has been used to promote olefin cross metatheses with ruthenium-alkylidene catalysts. For monoolefin monomers, the rates of metatheses and yields of the dimers are both amplified in the presence of the template. Likewise, for a diolefin monomer, the yield of the dimer is enhanced in the presence of the template under conditions where higher oligomers are not formed.",

author = "Cantrill, {Stuart J.} and Grubbs, {Robert H.} and Daniela Lanari and Leung, {Ken C F} and Alshakim Nelson and Poulin-Kerstien, {Katherine G.} and Smidt, {Sebastian P.} and Stoddart, {J. Fraser} and Tirrell, {David A.}",

year = "2005",

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day = "15",

doi = "10.1021/ol051599g",

language = "English (US)",

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journal = "Organic Letters",

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T1 - Template-directed olefin cross metathesis

AU - Cantrill, Stuart J.

AU - Grubbs, Robert H.

AU - Lanari, Daniela

AU - Leung, Ken C F

AU - Nelson, Alshakim

AU - Poulin-Kerstien, Katherine G.

AU - Smidt, Sebastian P.

AU - Stoddart, J. Fraser

AU - Tirrell, David A.

PY - 2005/9/15

Y1 - 2005/9/15

N2 - (Figure Presented) A template containing two secondary dialkylammonium ion recognition sites for encirclement by olefin-bearing dibenzo[24]crown-8 derivatives has been used to promote olefin cross metatheses with ruthenium-alkylidene catalysts. For monoolefin monomers, the rates of metatheses and yields of the dimers are both amplified in the presence of the template. Likewise, for a diolefin monomer, the yield of the dimer is enhanced in the presence of the template under conditions where higher oligomers are not formed.

AB - (Figure Presented) A template containing two secondary dialkylammonium ion recognition sites for encirclement by olefin-bearing dibenzo[24]crown-8 derivatives has been used to promote olefin cross metatheses with ruthenium-alkylidene catalysts. For monoolefin monomers, the rates of metatheses and yields of the dimers are both amplified in the presence of the template. Likewise, for a diolefin monomer, the yield of the dimer is enhanced in the presence of the template under conditions where higher oligomers are not formed.

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DO - 10.1021/ol051599g

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JO - Organic Letters

JF - Organic Letters

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ER -

Template-directed olefin cross metathesis

Abstract

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