The n??* optical activity of chiral carbonyl compounds predicted to be optically inactive by the octant rule

1977 ◽  
Vol 43 (3) ◽  
pp. 253-260 ◽  
Author(s):  
Chin -yah Yeh ◽  
Frederick S. Richardson
Keyword(s):  
Optical Activity ◽  
Carbonyl Compounds ◽  
Chiral Carbonyl Compounds

Eine theoretische Begründung empirischer Sektorenregeln der optischen Aktivität / Theoretical Verification of Empirical Sector Rules of Optical Activity

1979 ◽  
Vol 34 (11) ◽  
pp. 1519-1524 ◽  
Author(s):  
Hermann Rau ◽  
Otto Schuster
Keyword(s):  
Optical Activity ◽  
Empirical Data ◽  
Carbonyl Compounds ◽  
Coupled Oscillators ◽  
Simple Procedure ◽  
Classical Model ◽  
Center Of Gravity ◽  
Optically Active ◽  
Azo Compounds ◽  
Chromophoric Group

Abstract A simple procedure for derivation of octant rules for optically active molecules containing a chromophoric group is developed within the framework of Kuhn's classical model of coupled oscillators. The important feature in this derivation is the clue that the locus of the center of gravity of the atoms not belonging to the chromophoric group and the direction of maximum polarizability of this ensemble of atoms are not independent. The octant rule for carbonyl compounds arrived at by this procedure is in agreement with the empirical one. A newly derived rule for cis-azo compounds is verified by empirical data.

scholarly journals Enantiodifferentiation by 1H and 13C NMR Spectroscopy (Dirhodium Method) – Selectivity of Oxygen Functionalities

2008 ◽  
Vol 3 (3) ◽  
pp. 1934578X0800300
Author(s):  
Edison Díaz Gómez ◽  
Sándor Antus ◽  
Renáta Ferenczi ◽  
Barbara Rys ◽  
Anna Stankiewicz ◽  
...  
Keyword(s):  
Natural Products ◽  
Nmr Spectroscopy ◽  
13C Nmr ◽  
Density Functional Calculations ◽  
Carbonyl Compounds ◽  
Density Functional ◽  
13C Nmr Spectroscopy ◽  
1H And 13C Nmr ◽  
Chiral Carbonyl Compounds ◽  
Oxygen Atoms

Chiral carbonyl compounds can easily be enantiodifferentiated by the dirhodium method. The rhodium atoms reveal a remarkable selectivity in binding to oxygen atoms, which is of great advantage for discriminating chiral polyoxygenated natural products. Amides are the strongest ligands followed by ketones and esters; ethers and alcohols/phenols are even less effective. This sequence is rationalized by electronic charges at the oxygen atoms, as obtained from density functional calculations.

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