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Synthesis and Properties of 1,5‐Dimethyltricyclo[3.3.0.0 2,8 ]octane‐ and 1,5‐Dimethyltetracyclo[3.3.0.0 2,8 0 4,6 ]octane Derivatives
Author(s) -
Gleiter Rolf,
Jähne Gerhard,
Müller Georg,
Nixdorf Matthias,
Irngartinger Hermann
Publication year - 1986
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.19860690111
Subject(s) - chemistry , octane , spectral line , atomic orbital , absorption spectroscopy , crystallography , x ray photoelectron spectroscopy , spectroscopy , electronic structure , absorption (acoustics) , computational chemistry , nuclear magnetic resonance , organic chemistry , electron , physics , quantum mechanics , astronomy , acoustics
The synthesis of 1,5‐dimethyltricyclo[3.3.0.0 2,8 ]octane‐3,7‐dione ( 2 ), 1,5‐dimethyltetracyclo[3.3.0.0 2,8 0 4,6 ]‐octane‐3,7‐dione ( 3 ), the corresponding dienes 5 and 6 as well as the mixed enones 13 – 15 is reported. Using He( I ) photoelectron spectroscopy (PE) as a tool, a considerable interaction between the n orbitals on the O‐atoms and the σ frame in 2 and 3 as well as of the double bonds in 5 and 6 and the σ frame is found. These interactions are also traced back by the electronic absorption spectra of these compounds. The molecular structures of 2 and 3 have been investigated by X‐ray analysis.