Aromatizing olefin metathesis by ligand isolation inside a metal- organic framework

Nicolaas A. Vermeulen; Olga Karagiaridi; Amy A. Sarjeant; Charlotte L. Stern; Joseph T. Hupp; Omar K. Farha; J. Fraser Stoddart

doi:10.1021/ja407333q

Aromatizing olefin metathesis by ligand isolation inside a metal- organic framework

Nicolaas A. Vermeulen, Olga Karagiaridi, Amy A. Sarjeant, Charlotte L. Stern, Joseph T. Hupp^*, Omar K. Farha, J. Fraser Stoddart

^*Corresponding author for this work

Chemistry

Research output: Contribution to journal › Article

52 Scopus citations

Abstract

The aromatizing ring-closing metathesis has been shown to take place inside an extended porous framework. Employing a combination of solvent-assisted linker exchange and postsynthesis modification using olefin metathesis, the noninterpenetrated SALEM-14 was formed and converted catalytically into PAH-MOF-1 with polycyclic aromatic hydrocarbon (PAH) pillars. The metal-organic framework in SALEM-14 prevents "intermolecular" olefin metathesis from occurring between the pillars in the presence of the first generation Hoveyda-Grubbs catalyst, while favoring the production of a PAH, which can be released from the framework under acidic conditions in dimethylsulfoxide.

Original language	English (US)
Pages (from-to)	14916-14919
Number of pages	4
Journal	Journal of the American Chemical Society
Volume	135
Issue number	40
DOIs	https://doi.org/10.1021/ja407333q
State	Published - Oct 21 2013

ASJC Scopus subject areas

Catalysis
Chemistry(all)
Biochemistry
Colloid and Surface Chemistry

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abstract = "The aromatizing ring-closing metathesis has been shown to take place inside an extended porous framework. Employing a combination of solvent-assisted linker exchange and postsynthesis modification using olefin metathesis, the noninterpenetrated SALEM-14 was formed and converted catalytically into PAH-MOF-1 with polycyclic aromatic hydrocarbon (PAH) pillars. The metal-organic framework in SALEM-14 prevents {"}intermolecular{"} olefin metathesis from occurring between the pillars in the presence of the first generation Hoveyda-Grubbs catalyst, while favoring the production of a PAH, which can be released from the framework under acidic conditions in dimethylsulfoxide.",

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AU - Stern, Charlotte L.

AU - Hupp, Joseph T.

AU - Farha, Omar K.

AU - Stoddart, J. Fraser

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