Peri-Interactions in the 1,3,6,8-Tetra-t-butyl- and 1,3,8-Tri-t-butyl Naphthalene Anions: An ESR Study.

Abstract

The radical anions of 1,3,8-tri-t-butyl naphthalene and 1,3,6,8-tetra-t-butyl naphthalene in dimethoxyethane were studied by electron spin resonance. Proton, and carbon-13 hyperfine splittings and the g-factors show a significant deviation from those of sterically non-interacting alkyl substituted naphthalenes. These data were used to estimate that the 1- and 8-positions are displaced from the average molecular plane by about 20-25 degrees due to steric interaction between the t-butyl groups in the peri positions. No structural assignment could be made concerning the orientation of the t-butyl groups which are also restricted from free rotation. Preliminary results of ion pairing between Na(+) or K(+) ions suggest that the cation oscillates from above to below the average plane of the naphthalene.

Document Details

Document Type
Technical Report
Publication Date
Jan 02, 1975
Accession Number
ADA006475

Entities

People

  • Harry R. Crowe
  • Ira B. Goldberg

Tags

Communities of Interest

  • Air Platforms

DTIC Thesaurus Topics

  • Electron Spin Resonance
  • Electrons
  • Magnetic Resonance
  • Motion
  • Naphthalenes
  • Nuclear Magnetic Resonance
  • Nuclear Properties
  • Nuclear Resonance
  • Orientation (Direction)
  • Physical Properties
  • Position Finding
  • Resonance
  • Rotation
  • Spin Resonance
  • Splitting

Fields of Study

  • Chemistry

Readers

  • Control Systems Engineering.
  • Materials Science and Engineering.
  • Organic Chemistry

Technology Areas

  • Microelectronics