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The He(Iα) Photoelectron Spectra of the Perfluoroderivatives of Trisannelated Benzenes and Tetrakisannelated Cyclooctatetraenes
Author(s) -
Heilbronner Edgar,
Wirz Jakob,
Soulen Robert L.
Publication year - 1984
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19840670107
Subject(s) - cyclooctatetraene , chemistry , benzene , cyclooctene , crystallography , spectral line , ring (chemistry) , molecule , organic chemistry , catalysis , physics , astronomy
The He(Iα) photoelectron (PE) spectra of tris(perfluorocyclobuta)benzene 4 (F) 3 , 3 , 4 , 4 , 7 , 7 , 8 , 8 , 11 , 11 , 12 , 12 ‐ Dodecafluorotetracyclo[8.2.0.0 2,5 .0 6,9 ]dodeca‐1,5,9‐triene , tris(perfluorocyclopenta)benzene 5 (F) 1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9‐Octadecafluoro‐2,3,4,5,6,7,8,9‐octahydro‐1H‐trindene . , tetrakis(perfluorocyclobuta)cyclooctatetraene 6 (F) 3,3,4,4,7,7,8,8,11,1l,l2,l2,l5,15,16,16‐Hexadecafluoropentacyclo[12.2.0.0 2,5 .0 6,9 .0 10,13 ]hexadeca‐1,5,9,13‐tetraene. , and of tetrakis(perfluorocyclopenta)cyclooctatetraene 7 (F) 1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12‐Tetracosafluoro‐1,2,3,4,5,6,7,8,9,10,11,12‐dodeca‐hydrotetracyclopenta[a,c,e,g]cyclooctene . are reported. A tentative assignment of the PE spectra is derived by empirical correlation with those of relevant reference compounds. The results suggest that 6 (F) retains the D 4 h ‐conformation in the gas phase, i.e . A conformation with a planar cyclooctatetraene ring, as observed in the crystal. All four compounds exhibit a sharp increase of their first ionization energies, relative to the corresponding parent hydrocarbons, due to the perfluoro effect.