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

Research output: Contribution to journalArticle

43 Citations (Scopus)

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 languageEnglish
Pages (from-to)14916-14919
Number of pages4
JournalJournal of the American Chemical Society
Volume135
Issue number40
DOIs
Publication statusPublished - 2013

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Polycyclic Aromatic Hydrocarbons
Alkenes
Polycyclic aromatic hydrocarbons
Olefins
Metals
Ligands
Dimethyl Sulfoxide
Catalysts

ASJC Scopus subject areas

  • Chemistry(all)
  • Catalysis
  • Biochemistry
  • Colloid and Surface Chemistry

Cite this

Vermeulen, N. A., Karagiaridi, O., Sarjeant, A. A., Stern, C. L., Hupp, J. T., Farha, O. K., & Stoddart, J. F. (2013). Aromatizing olefin metathesis by ligand isolation inside a metal- organic framework. Journal of the American Chemical Society, 135(40), 14916-14919. https://doi.org/10.1021/ja407333q

Aromatizing olefin metathesis by ligand isolation inside a metal- organic framework. / Vermeulen, Nicolaas A.; Karagiaridi, Olga; Sarjeant, Amy A.; Stern, Charlotte L.; Hupp, Joseph T; Farha, Omar K.; Stoddart, J. Fraser.

In: Journal of the American Chemical Society, Vol. 135, No. 40, 2013, p. 14916-14919.

Research output: Contribution to journalArticle

Vermeulen, NA, Karagiaridi, O, Sarjeant, AA, Stern, CL, Hupp, JT, Farha, OK & Stoddart, JF 2013, 'Aromatizing olefin metathesis by ligand isolation inside a metal- organic framework', Journal of the American Chemical Society, vol. 135, no. 40, pp. 14916-14919. https://doi.org/10.1021/ja407333q
Vermeulen, Nicolaas A. ; Karagiaridi, Olga ; Sarjeant, Amy A. ; Stern, Charlotte L. ; Hupp, Joseph T ; Farha, Omar K. ; Stoddart, J. Fraser. / Aromatizing olefin metathesis by ligand isolation inside a metal- organic framework. In: Journal of the American Chemical Society. 2013 ; Vol. 135, No. 40. pp. 14916-14919.
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