Substituted dibenzo[2,3:5,6]-pyrrolizino[1,7-bc]indolo[1,2,3-lm]carbazoles: A series of new electron donors

Morgane Rivoal, Laura Bekere, David Gachet, Vladimir Lokshin, Wladimir Marine, Vladimir Khodorkovsky

Research output: Contribution to journalArticlepeer-review

15 Scopus citations

Abstract

The synthesis and spectroscopic properties of a series of new organic electron donors derived from dibenzo[2,3:5,6]pyrrolizino-[1,7-bc]indolo[1,2,3- lm]carbazole are described. These compounds can be considered as planar hybrids of carbazole and p-phenylenediamine and possess high thermal stability. The electron donating properties and one- and two-photon spectroscopic features of methoxy derivatives are very sensitive to the number and positions of the methoxy groups. The X-ray structure of the 2,11-dimethoxy derivatives features slipped π-stacks and short interplanar distance between the molecules in the stacks similar to those found in the unsubstituted derivative.

Original languageEnglish
Pages (from-to)3302-3307
Number of pages6
JournalTetrahedron
Volume69
Issue number15
DOIs
StatePublished - 15 Apr 2013
Externally publishedYes

Keywords

  • Carbazole
  • Electron donors
  • Fluorescence
  • Indole

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Fingerprint

Dive into the research topics of 'Substituted dibenzo[2,3:5,6]-pyrrolizino[1,7-bc]indolo[1,2,3-lm]carbazoles: A series of new electron donors'. Together they form a unique fingerprint.

Cite this