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“Figure Eight” Cyclooctapyrroles: Enantiomeric Separation and Determination of the Absolute Configuration of a Binuclear Metal Complex
Author(s) -
Werner† Andreas,
Michels Martin,
Zander Lars,
Lex Johann,
Vogel Emanuel
Publication year - 1999
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/(sici)1521-3773(19991216)38:24<3650::aid-anie3650>3.0.co;2-f
Subject(s) - absolute configuration , enantiomer , palladium , chemistry , derivative (finance) , ligand (biochemistry) , metal , stereochemistry , organic chemistry , catalysis , receptor , biochemistry , financial economics , economics
The hypothesized racemate separation of cyclooctapyrroles with chiral figure eight conformations—and of metal complexes derived from these ligands—has been realized. The cyclooctapyrrole 1 (as hexadecaethyl derivative), which according to NMR analysis exhibits restricted mobility, and its binuclear palladium and copper complexes could be separated into stable enantiomers by preparative chromatography on a chiral phase. In the case of the palladium complex and the free ligand 1 it was also possible to determine the absolute configuration of the enantiomers.