A 13C INADEQUATE and HF-GIAO study of C60H2 and C60H6 identification of ring currents in a 1,2-dihydrofullerene

Mark S. Meier, H. Peter Spielmann, Robert G. Bergosh, Robert C. Haddon

Research output: Contribution to journalArticlepeer-review

37 Scopus citations

Abstract

The hydrofullerenes C60H2 (1) and C60H6 (2) have been prepared in 13C-enriched form and 2D INADEQUATE NMR spectra were measured. These spectra have provided unambiguous 13C assignments for 2, and nearly unambiguous assignments for 1. In both cases, the most downfield resonances are immediately adjacent to the sp3 carbons, despite the fact that these carbons are the least pyramidalized carbons in the molecule. Typically, 13C chemical shifts move downfield with increasing pyramidalization (Θp), but in these systems there is no strong correlation between Θp and δ. HF-GIAO calculations are able to predict the chemical shifts, but provide little chemical insight into the origin of these chemical shifts. London theory reveals a significant paramagnetic ring current in 1, a feature that helps explain the 1H shifts in these compounds and may contribute to the 13C chemical shifts as well.

Original languageEnglish
Pages (from-to)8090-8094
Number of pages5
JournalJournal of the American Chemical Society
Volume124
Issue number27
DOIs
StatePublished - Jul 10 2002

ASJC Scopus subject areas

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

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