Premium
Synthese und optische Eigenschaften endständig substituierter konjugierter Polyene mit Bicyclo[2.2.2]octan als Spacer
Author(s) -
Effenberger Franz,
Kesmarszky Thomas
Publication year - 1992
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19921250919
Subject(s) - polyene , chemistry , bicyclic molecule , conjugated system , wittig reaction , double bond , octane , stereochemistry , polymer chemistry , organic chemistry , polymer
Synthesis and Optical Properties of Terminally Substituted Conjugated Polyenes with Bicyclo[2.2.2]octane as Spacer The conjugated polyenes 10, 11 , and 17 respectively, with 9‐anthryl‐ and 2‐tetraphenylporphyrinyl (TPP) terminal groups and a bicyclooctane unit incorporated into the polyene chain were synthesized by Wittig olefinations. In all cases it was possible to obtain the all‐( E ) compounds from the ( E )/( Z )‐isomeric mixtures by chromatographic purification and several recrystallizations. From the UV/Vis spectra the separation of the TPP group and the polyene chain in 10, 11 , and 17 can be deduced whereas in 10 and 11 the two conjugated double bonds are amalgamated into the anthryl group. In 17 the anthryl group is electronically separated from the polyene chain, and a selective excitation therefore is possible.