Surface alignment of the N-octadecylazatriquinacenium cation as determined by sum frequency generation on the surface of H2O and D2O

Steven Baldelli, Mark Mascal, Jordi Cerón Bertran

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

The dimerization of two triquinacene hemispheres to give dodecahedrane is the holy grail of cycloaddition chemistry. Despite the substantial effort which has been invested in achieving this reaction over the years, no cycloaddition product has been reported. The reason for this failure is that the required endo-endo reactive configuration, involving six double bonds in an S6 symmetrical relationship, is difficult to achieve. In this preliminary report, the self-organization of a triquinacene-based amphiphile at the air-water interface is studied by the surface-sensitive vibrational sum frequency generation technique. The results indicate that the triquinacene bowl is directed into the aqueous subphase, which suggests dimerization of triquinacene may be possible in an aqueous monolayer.

Original languageEnglish (US)
Pages (from-to)72-75
Number of pages4
JournalChemical Physics Letters
Volume427
Issue number1-3
DOIs
StatePublished - Aug 18 2006

Fingerprint

Cycloaddition
Dimerization
cycloaddition
dimerization
Cations
alignment
cations
Amphiphiles
Vibrational spectra
hemispheres
Monolayers
chemistry
Water
air
products
Air
configurations
water
dodecahedrane

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Spectroscopy
  • Atomic and Molecular Physics, and Optics
  • Surfaces and Interfaces
  • Condensed Matter Physics

Cite this

Surface alignment of the N-octadecylazatriquinacenium cation as determined by sum frequency generation on the surface of H2O and D2O. / Baldelli, Steven; Mascal, Mark; Bertran, Jordi Cerón.

In: Chemical Physics Letters, Vol. 427, No. 1-3, 18.08.2006, p. 72-75.

Research output: Contribution to journalArticle

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