The intriguing modeling of cis-trans selectivity in ruthenium-catalyzed olefin metathesis

Naeimeh Bahri-Laleh; Raffaele Credendino; Luigi Cavallo

doi:10.3762/bjoc.7.7

The intriguing modeling of cis-trans selectivity in ruthenium-catalyzed olefin metathesis

Naeimeh Bahri-Laleh, Raffaele Credendino, Luigi Cavallo^*

^*Corresponding author for this work

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

32 Scopus citations

Abstract

In this study we have investigated computationally the origin of the cis-trans selectivity in the Ru-catalyzed cross metathesis (CM) of a prototype monosubstituted olefin, i.e., propene. Our calculations suggest that the origin of the preferential formation of trans- olefins is in the product release step, which prevents the initially formed cis-olefin from escaping the metal, and returns it to the reaction pool until the trans-olefin is formed.

Original language	English (US)
Pages (from-to)	40-45
Number of pages	6
Journal	Beilstein journal of organic chemistry
Volume	7
DOIs	https://doi.org/10.3762/bjoc.7.7
State	Published - Jan 11 2011
Externally published	Yes

Keywords

Cis-trans selectivity
Cross metathesis
DFT calculations
Olefin metathesis
Ru-catalyst

ASJC Scopus subject areas

Organic Chemistry

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abstract = "In this study we have investigated computationally the origin of the cis-trans selectivity in the Ru-catalyzed cross metathesis (CM) of a prototype monosubstituted olefin, i.e., propene. Our calculations suggest that the origin of the preferential formation of trans- olefins is in the product release step, which prevents the initially formed cis-olefin from escaping the metal, and returns it to the reaction pool until the trans-olefin is formed.",

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AB - In this study we have investigated computationally the origin of the cis-trans selectivity in the Ru-catalyzed cross metathesis (CM) of a prototype monosubstituted olefin, i.e., propene. Our calculations suggest that the origin of the preferential formation of trans- olefins is in the product release step, which prevents the initially formed cis-olefin from escaping the metal, and returns it to the reaction pool until the trans-olefin is formed.

KW - Cis-trans selectivity

KW - Cross metathesis

KW - DFT calculations

KW - Olefin metathesis

KW - Ru-catalyst

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ER -

The intriguing modeling of cis-trans selectivity in ruthenium-catalyzed olefin metathesis

Abstract

Keywords

ASJC Scopus subject areas

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