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Darstellung und optische Eigenschaften endständig substituierter Polyene mit Androstan als Spacer
Author(s) -
Effenberger Franz,
Strobel Hartmut
Publication year - 1993
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.19931260727
Subject(s) - polyene , chemistry , moiety , androstane , wittig reaction , conjugated system , stereochemistry , residue (chemistry) , organic chemistry , polymer
Synthesis and Optical Properties of Terminally Substituted Conjugated Polyenes with Androstane as Spacer The conjugated polyenes 10, 11, 21, 22 , and 26 with 9‐anthryl and 2‐tetraphenylporphyrinyl (TPP) terminal groups and an androstane unit incorporated into the polyene chain were synthesized by Wittig or Wittig‐type olefinations. In most but not all cases the desired all‐(E) isomers could be obtained from the (E)/(Z) ‐isomeric mixtures by chromatographic purification. From the UV/Vis spectra it is concluded that in all cases the TPP group and the polyene chain are electronically separated, whereas the 9‐anthryl residue and the connected dienyl moiety in 10 and 11 are electronically amalgamated. In 21, 22 , and 26 a selective excitation of the anthryl group, the TPP moiety, and the polyene is possible.