Synthesis, resolution, and absolute configuration of 1-phenyl-1-methyl-1-silacyclohexanone-2

1970 ◽  
Vol 48 (5) ◽  
pp. 818-823 ◽  
Author(s):  
A. G. Brook ◽  
H. W. Kucera ◽  
D. M. MacRae
Keyword(s):  
Absolute Configuration ◽  
Active Form ◽  
Dispersion Curves ◽  
Convincing Evidence ◽  
Optically Active ◽  
Optical Rotatory Dispersion ◽  
Rotatory Dispersion ◽  
Asymmetric Center ◽  
Optical Rotatory ◽  
Subsequent Oxidation

The synthesis and resolution of 1-phenyl-1-methyl-1-silacyclohexanone-2 by oxidative hydroboration of the related silacyclohexene to the silacyclohexanol, resolution of this via the strychnine salt of the phthalate half-ester, and subsequent oxidation of the silacyclohexanol to the silacyclohexanone is described. The carbon analog 1-phenyl-1-methylcyclohexanone-2 was also synthesized in optically active form. The (+)-enantiomers of the two ketones had similar optical rotatory dispersion curves, presenting convincing evidence for the identity of their configurations, and the carbon compound could be degraded without affecting the asymmetric center to (−)-(R)-2-phenyl-2-methylhexandioic acid, thereby establishing the absolute configurations of both compounds.

Optically Active Trialkynyl(phenyl)methane: Synthesis and Determination of Its Absolute Configuration by Vibrational Circular Dichroism (VCD) and Optical Rotatory Dispersion (ORD)

2010 ◽  
Vol 2010 (13) ◽  
pp. 2452-2456 ◽  
Author(s):  
Boris Buschhaus ◽  
Vito Convertino ◽  
Pablo Rivera-Fuentes ◽  
José Lorenzo Alonso-Gómez ◽  
Ana G. Petrovic ◽  
...  
Keyword(s):  
Circular Dichroism ◽  
Absolute Configuration ◽  
Optically Active ◽  
Vibrational Circular Dichroism ◽  
Optical Rotatory Dispersion ◽  
Rotatory Dispersion ◽  
Optical Rotatory ◽  
Circular Dichroïsm

A Study of the Pfeiffer Effect in Systems containing Trisoxalatometallate(III) Complexes and Cinchonine Hydrochloride

1971 ◽  
Vol 49 (12) ◽  
pp. 2161-2165 ◽  
Author(s):  
K. T. Kan ◽  
D. G. Brewer
Keyword(s):  
Dispersion Curves ◽  
Active Species ◽  
Optically Active ◽  
The Other ◽  
Optical Rotatory Dispersion ◽  
Rotatory Dispersion ◽  
Optical Rotatory ◽  
Cotton Effects ◽  
Equilibrium Shift ◽  
Complex Ion

The Pfeiffer effect was studied in systems containing cinchonine hydrochloride and trisoxalatometallate(III) complexes of Al, Fe, Cr, Co, and Ir. The Pfeiffer rotatory dispersion curves of the Cr and Co complexes show Cotton effects analogous to that observed in the optical rotatory dispersion (o.r.d.) curves of the respective complexes. The source of the Pfeiffer effect in all these systems is attributed either to an association between the complex ion and the optically active species in solution alone, as in the case of the Ir(lII) complex, or to a combination of this association and an "equilibrium shift" between the two enantiomers in solution in favor of one of them, as in the case of the other complexes under investigation.

Absolute configuration of conhydrine

1969 ◽  
Vol 47 (23) ◽  
pp. 4393-4397 ◽  
Author(s):  
G. Fodor ◽  
E. Bauerschmidt ◽  
J. Cymerman Craig
Keyword(s):  
Absolute Configuration ◽  
Catalytic Hydrogenation ◽  
Optically Active ◽  
Optical Rotatory Dispersion ◽  
Rotatory Dispersion ◽  
Optical Rotatory ◽  
Combined Use ◽  
Physical And Chemical ◽  
Circular Dichroïsm ◽  
Chemical Evidence

Catalytic hydrogenation of optically active 2-pyridyl ethylcarbinol (1) formed the alkaloid conhydrine (2) stereospecifically. Application of the von Braun reaction gave conversion of (+)-conhydrine into R-(−)-3-octyl benzoate and of (−)-conhydrine into the S-(+)-antimer. Both the relative and absolute configuration of the two asymmetric centers in natural (+)-conhydrine have been determined by the combined use of optical rotatory dispersion (o.r.d.) and circular dichroism (c.d.). The results are in agreement with other physical and chemical evidence.

Optical rotatory dispersion and absolute configuration—III

Tetrahedron ◽  
1965 ◽  
Vol 21 (3) ◽  
pp. 401-406 ◽  
Author(s):  
J. Cymerman Craig ◽  
S.K. Roy
Keyword(s):  
Absolute Configuration ◽  
Optical Rotatory Dispersion ◽  
Rotatory Dispersion ◽  
Optical Rotatory

ChemInform Abstract: OPTICAL ROTATORY DISPERSION AND ABSOLUTE CONFIGURATION. PART 35. CHIROPTICAL PROPERTIES AND CONFORMATION OF INDOLIZIDINE

1984 ◽  
Vol 15 (20) ◽  
Author(s):  
B. RINGDAHL ◽  
A. R. PINDER ◽  
W. E. JUN. PEREIRA ◽  
N. J. OPPENHEIMER ◽  
J. C. CRAIG
Keyword(s):  
Absolute Configuration ◽  
Optical Rotatory Dispersion ◽  
Rotatory Dispersion ◽  
Optical Rotatory ◽  
Chiroptical Properties

Absolute Configuration of C76 from Optical Rotatory Dispersion

ChemPhysChem ◽  
2005 ◽  
Vol 6 (12) ◽  
pp. 2535-2540 ◽  
Author(s):  
Prasad L. Polavarapu ◽  
Jiangtao He ◽  
Jeanne Crassous ◽  
Kenneth Ruud
Keyword(s):  
Absolute Configuration ◽  
Optical Rotatory Dispersion ◽  
Rotatory Dispersion ◽  
Optical Rotatory
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