SYNTHESIS OF THE FIRST CHIRAL BISINDOLYL MONOMETHINIUM CYANINE DYES

Authors
Citation
L. Eggers et V. Buss, SYNTHESIS OF THE FIRST CHIRAL BISINDOLYL MONOMETHINIUM CYANINE DYES, Liebigs Annalen, (6), 1996, pp. 979-983
Citations number
21
Categorie Soggetti
Chemistry
Journal title
ISSN journal
09473440
Issue
6
Year of publication
1996
Pages
979 - 983
Database
ISI
SICI code
0947-3440(1996):6<979:SOTFCB>2.0.ZU;2-2
Abstract
The synthesis of the chiral monomethine cyanine dyes 8 and starting wi th the achiral indole 1 is described. Key intermediates are the new ch iral Fischer bases R- and S-4, which were separated after diastereomer ic salt formation. The conformation of the dyes 8 and 9 is twisted di- Z, according to NOE and dynamic NMR spectroscopy. The free energy diff erence between oppositely twisted conformations is ca. 2.5 kJ mol(-1).