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Scientific article
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The influence of fluoro substituent's on cyclopropa-benzene, -naphthalene, and -anthracene

Published inCollection of Czechoslovak Chemical Communications, vol. 53, p. 2385-2398
Publication date1988
Abstract

The He(Iα) PE spectra of cyclopropabenzene, cyclopropa[b]naphthalene, cyclopropa[b]anthracene, their 1, 1-diftuoro derivatives and of some of their substituted derivatives have been recorded, analyzed and assigned by correlation with the PE spectra of the parent molecules benzene, naphthalene and anthracene. It is shown that the PE spectroscopic data yield no information about the presence or absence of a Mills-Nixon effect in the molecules investigated. The inductive effect of the bridging CH2 group of the cyclopropeno ring is close to zero, whereas that of the CF2 group leads to positive ionization energy shifts in good agreement with previous experience. The hyperconjugative interaction of the local pseudo-n orbital of the CH2 group yields a significant destabilisation of the n-orbitals of B1 symmetry.

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Citation (ISO format)
LECOULTRE, Jacques et al. The influence of fluoro substituent’s on cyclopropa-benzene, -naphthalene, and -anthracene. In: Collection of Czechoslovak Chemical Communications, 1988, vol. 53, p. 2385–2398.
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  • PID : unige:166455
ISSN of the journal0010-0765
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