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Electronic States of Phenylene and Naphthylene Bicyclobutanes. Linear Dichroism in Stretched Polyethylene
Author(s) -
SpangetLarsen Jens,
Gubernator Klaus,
Gleiter Rolf,
Thulstrup Erik W.,
Bianco Bernard,
Gandillon Gérard,
Burger Ulrich
Publication year - 1983
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.19830660231
Subject(s) - chemistry , isomerization , phenylene , naphthalene , photochemistry , chromophore , linear dichroism , benzene , molecule , dichroic glass , valence (chemistry) , excited state , crystallography , circular dichroism , organic chemistry , polymer , nanotechnology , atomic physics , materials science , physics , catalysis
Excited singlet states of bicyclobutylene‐benzene (2) , 1,2:4,5‐bis (bicyclo‐butylene)benzene (3) , 2,3‐bicyclobutylene‐naphthalene (4) , and 1,8‐bicyclobutylene‐naphthalene (5) are investigated by means of linear dichroic absorption spectroscopy of molecules oriented in stretched polyethylene films and by semiempirical model calculations. The results indicate a strong hyperconjugative impact of the bicyclobutylene group on the aromatic chromophores in these compounds. Valence isomerization to aromatic products is predicted as the preferred photochemical pathway.