Novel approach to optically active enone-iron carbonyl complexes. Correlation between their absolute configuration and circular dichroism

1992 ◽  
Vol 11 (12) ◽  
pp. 4268-4275 ◽  
Author(s):  
Bruce R. Bender ◽  
Markus Koller ◽  
Anthony Linden ◽  
Alessandro Marcuzzi ◽  
Wolfgang Von Philipsborn
Keyword(s):  
Circular Dichroism ◽  
Absolute Configuration ◽  
Optically Active ◽  
Iron Carbonyl ◽  
Carbonyl Complexes ◽  
Novel Approach ◽  
Circular Dichroïsm

The optically active 3-ferrocenylalanine and its application in peptide chemistry

1980 ◽  
Vol 45 (2) ◽  
pp. 435-441 ◽  
Author(s):  
Jan Pospíšek ◽  
Štefan Toma ◽  
Ivo Frič ◽  
Karel Bláha
Keyword(s):  
Circular Dichroism ◽  
Aspartic Acid ◽  
Peptide Synthesis ◽  
Absolute Configuration ◽  
Optically Active ◽  
Circular Dichroism Spectra ◽  
Peptide Chemistry ◽  
Conventional Methods ◽  
The Absolute ◽  
Circular Dichroïsm

Racemic 3-ferrocenylalanine was resolved in enantiomers using brucine. The absolute configuration was estimated by ozonolytic degradation of the N-trifluoroacetyl derivative of the (-)-enantiomer yielding D-aspartic acid. Diastereoisomeric cyclo(D-ferrocenylalanyl-L-prolyl) and cyclo-(L-3-ferrocenylalanyl-L-prolyl) were synthesized using conventional methods of peptide synthesis. Circular dichroism spectra of these cyclodipeptides are discussed and compared with spectra of the corresponding diastereoisomeric cyclodipeptides containing phenylalanine.

Synthesis and circular dichroism characterization of new optically active transition metal complexes:M[(-)bdtp]3, M = Co3+, Rh3+, Ir3+

1991 ◽  
Vol 56 (12) ◽  
pp. 3006-3011 ◽  
Author(s):  
Paolo Biscarini
Keyword(s):  
Circular Dichroism ◽  
Transition Metal ◽  
Absolute Configuration ◽  
Circular Dichroism Spectroscopy ◽  
Optically Active ◽  
Metal Centre ◽  
Formation Reaction ◽  
Active Transition ◽  
Circular Dichroïsm

The chiral octahedral diastereoisomeric tris[(-)cyclic O,O’,1(R),2(R)(-)dimethylethylene dithiophosphato]metal(III) complexes, M[(-)bdtp]3, M(III) = Co, Rh, Ir, have been obtained stereoselectively in the Λ or Δ absolute configuration at the metal centre. The formation reaction and the characterization of the obtained complexes have been followed by circular dichroism spectroscopy. The complexes prove optically labile in various solvents. A configuration inversion has been observed in all complexes giving diastereoisomeric equilibria Λ(R,R)(R,R)(R,R) = Δ(R,R)(R,R)(R,R) with an excess of one form, occasionally stabilized by the solvent.

(1S,7S)-7-Methyl-6,9-diazatricyclo[6,3,0,01,6]tridecane-5,10-dione, a tricyclic spirodilactam containing non-planar amide groups: Synthesis, NMR, crystal structure, absolute configuration, electronic and vibrational circular dichroism

1988 ◽  
Vol 53 (11) ◽  
pp. 2447-2472 ◽  
Author(s):  
Petr Maloň ◽  
C. L. Barness ◽  
Miloš Buděšínský ◽  
Rina K. Dukor ◽  
Dick Van der Helm ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Circular Dichroism ◽  
Absolute Configuration ◽  
Optically Active ◽  
Vibrational Circular Dichroism ◽  
X Ray Diffraction ◽  
X Ray ◽  
Circular Dichroïsm ◽  
C Nmr ◽  
Active Precursor

The title spirocyclic dilactam (1S,7S)-7-methyl-6,9-diazatricyclo[6,3,0,01,6]tridecan-5,10-dione (I), a molecule designed to contain non-planar amide groups, has been synthesized from an optically active precursor of known absolute configuration. The relative and absolute configuration have been determined by X-ray diffraction. The conformation of the compound has been investigated by X-ray, 1H and 13C NMR, electronic and vibrational circular dichroism. The compound possesses moderately non-planar amide groups in the two rings of nonequal geometry. The electronic CD is dominated by inherent chirality of the amide chromophores. The dilactams I and II ((1S,6S)-6-methyl-5,8-diazatricyclo[6,3,0,01,5]undecan-4,9-dione – having five-membered rings) exhibit monosignate amide I VCD and strong VCD bands in the mid-ir region.

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