SYNTHESIS OF THE FIRST CHIRAL BISINDOLYL MONOMETHINIUM CYANINE DYES

Authors
EGGERS L BUSS V
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
Liebigs Annalen → ACNP
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).