AN HMO TREATMENT OF THE REDUCTION OF AROMATIC HYDROCARBONS WITH ALKALI METALS; REDUCTION OF FLUORANTHENE,

Abstract

Simple molecular orbital theory is applied to the metal-ammonia reduction of aromatic hydrocarbons. The theory is based on protonation at sites of highest electron density in the corresponding anions. Good agreement is observed between predicted and observed reduction products. The reduction of the non-alternant hydrocarbon fluoranthene takes an anomalous course that is not inconsistent with the theory. Evidence is presented to show that an initial dihydro-reduction product, 2,3-dihydrofluoranthene, undergoes a Michael addition by its conjugate anion to yield 1,2,2',3,3', 10b-hexahydro-1,2'-bifluoranthyl. (Author)

Document Details

Document Type
Technical Report
Publication Date
Apr 19, 1961
Accession Number
AD0611289

Entities

People

  • A. Streitwieser Jr.
  • Sei Suzuki

Organizations

  • University of California, Berkeley

Tags

DTIC Thesaurus Topics

  • Alkali Metals
  • Aromatic Hydrocarbons
  • Chemical Compounds
  • Chemistry
  • Cyclic Hydrocarbons
  • Electron Density
  • Electrons
  • Hydrocarbons
  • Metals
  • Molecular Orbital Theory

Fields of Study

  • Chemistry

Readers

  • Life Cycle Cost Analysis
  • Organic Chemistry
  • Quantum Chemistry

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  • Microelectronics
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