Accession Number:

AD0611289

Title:

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

Descriptive Note:

Corporate Author:

CALIFORNIA UNIV BERKELEY

Personal Author(s):

Report Date:

1961-04-19

Pagination or Media Count:

16.0

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

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Distribution Statement:

APPROVED FOR PUBLIC RELEASE