A New Approach to Non-Coordinating Anions: Lewis Acid Enhancement of Porphyrin Metal Centers in a Zwitterionic Metal-Organic Framework

Jacob A. Johnson, Brenna M. Petersen, Attila Kormos, Elena Echeverría, Yu Sheng Chen, Jian Zhang

Research output: Contribution to journalArticle

47 Citations (Scopus)

Abstract

We describe a new strategy to generate non-coordinating anions using zwitterionic metal-organic frameworks (MOFs). By assembly of anionic inorganic secondary building blocks (SBUs) ([In(CO2)4]-) with cationic metalloporphyrin-based organic linkers, we prepared zwitterionic MOFs in which the complete internal charge separation effectively prevents the potential binding of the counteranion to the cationic metal center. We demonstrate the enhanced Lewis acidity of MnIII- and FeIII-porphyrins in the zwitterionic MOFs in three representative electrocyclization reactions: [2 + 1] cycloisomerization of enynes, [3 + 2] cycloaddition of aziridines and alkenes, and [4 + 2] hetero-Diels-Alder cycloaddition of aldehydes with dienes. This work paves a new way to design functional MOFs for tunable chemical catalysis.

Original languageEnglish (US)
Pages (from-to)10293-10298
Number of pages6
JournalJournal of the American Chemical Society
Volume138
Issue number32
DOIs
StatePublished - Aug 17 2016

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Lewis Acids
Porphyrins
Anions
Negative ions
Metals
Acids
Cycloaddition
Cycloaddition Reaction
Aziridines
Metalloporphyrins
Alkenes
Aldehydes
Catalysis
Acidity
Olefins

ASJC Scopus subject areas

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

Cite this

A New Approach to Non-Coordinating Anions : Lewis Acid Enhancement of Porphyrin Metal Centers in a Zwitterionic Metal-Organic Framework. / Johnson, Jacob A.; Petersen, Brenna M.; Kormos, Attila; Echeverría, Elena; Chen, Yu Sheng; Zhang, Jian.

In: Journal of the American Chemical Society, Vol. 138, No. 32, 17.08.2016, p. 10293-10298.

Research output: Contribution to journalArticle

Johnson, Jacob A. ; Petersen, Brenna M. ; Kormos, Attila ; Echeverría, Elena ; Chen, Yu Sheng ; Zhang, Jian. / A New Approach to Non-Coordinating Anions : Lewis Acid Enhancement of Porphyrin Metal Centers in a Zwitterionic Metal-Organic Framework. In: Journal of the American Chemical Society. 2016 ; Vol. 138, No. 32. pp. 10293-10298.
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