Synthesis of optically active sulphilimines via chiral discrimination

1981 ◽  
pp. 3118 ◽  
Author(s):  
Rita Annunziata ◽  
Mauro Cinquini ◽  
Stefano Colonna ◽  
Franco Cozzi
Keyword(s):  
Optically Active ◽  
Chiral Discrimination

Application of optically active aminonaphthols as NMR solvating agents for chiral discrimination of mandelic acid

2014 ◽  
Vol 25 (9) ◽  
pp. 767-774 ◽  
Author(s):  
Anju R. Chaudhary ◽  
Priyanka Yadav ◽  
Ashutosh V. Bedekar
Keyword(s):  
Mandelic Acid ◽  
Optically Active ◽  
Chiral Discrimination

The Role of Chirality in the Activity of Photosystem II Herbicides

1987 ◽  
Vol 42 (6) ◽  
pp. 663-669 ◽  
Author(s):  
Gary Gardner ◽  
James R. Sanborn
Keyword(s):  
Photosystem Ii ◽  
Biological Activities ◽  
Critical Role ◽  
Optically Active ◽  
Chiral Discrimination ◽  
In Vitro Assays ◽  
Optical Isomers ◽  
Steric Factors

Although significant differences in activity between optical isomers have been recognized in many types of pesticides, the role of stereoselectivity has not been fully characterized for one of the most important classes of commercial herbicides, those that inhibit photosynthetic electron transport. This report describes experiments in which optically active α-methylbenzylamine or sec-butylamine was used as starting material for the synthesis of optically active triazine and urea herbicides. The biological activities of the compounds were determined in two in vitro chloroplast assays - competition for specifically bound [14C]atrazine and inhibition of photosystem II-medi- ated dye reduction - as well as in whole plant phytotoxicity. In both in vitro assays the (-)-isomer of the N-a-methylbenzyl triazine was about 15-fold more active than the (+)-isomer, and the racemate fell in between and was of about the same potency as atrazine. The same relative activities were also seen for in vivo phytotoxicity. The a-methylbenzyl urea derivatives were much less herbicidally active, but the in vitro assays were able to discriminate between the optical isomers. In both assays, the (-)-isomer of the urea was much more active than the (+)-isomer, with the racemate intermediate. Steric factors play a critical role in the degree of this chiral discrimination, since in both the corresponding triazines and ureas, the optically active molecules synthesized from the enantiomers of 2-butylamine showed only slight differences in activity. Saturation of the phenyl ring of the a-methylbenzyl triazines resulted in molecules which still showed substantial differences in activity related to chirality, further supporting the importance of steric factors, rather than electronic, in this chiral discrimination.

Modified Kagan's amide: synthesis and application as a chiral solvating agent for hydrogen-bonding based chiral discrimination in NMR

RSC Advances ◽  
2015 ◽  
Vol 5 (57) ◽  
pp. 45943-45955 ◽  
Author(s):  
Nilesh Jain ◽  
Ravi B. Patel ◽  
Ashutosh V. Bedekar
Keyword(s):  
Hydrogen Bonding ◽  
Optically Active ◽  
Chiral Discrimination ◽  
Amide Synthesis ◽  
Chiral Solvating Agent

A modified Kagan's amide, N-((S)-1-(3,5-bis(trifluoromethyl)phenyl)ethyl)-3,5-dinitrobenzamide has been designed, synthesized and screened as a Chiral Solvating Agent for discrimination of optically active substrates.

Synthesis and characterization of chiral aza-macrocycles and study of their enantiomer recognition ability for organo-phosphoric acid and phosphonic acid derivatives by 31P NMR and fluorescence spectroscopy

2016 ◽  
Vol 14 (9) ◽  
pp. 2742-2748 ◽  
Author(s):  
Aditya N. Khanvilkar ◽  
Ashutosh V. Bedekar
Keyword(s):  
Fluorescence Spectroscopy ◽  
Phosphoric Acid ◽  
Phosphonic Acid ◽  
31P Nmr ◽  
Optically Active ◽  
Chiral Discrimination ◽  
Synthesis And Characterization ◽  
Phosphonic Acids ◽  
Recognition Ability

Two diastereomers of optically active N,O-containing new macrocycles with dual chirality were synthesized and evaluated for chiral discrimination of organo phosphoric and phosphonic acids by 31P NMR and fluorescence spectroscopy.

ChemInform Abstract: SYNTHESIS OF OPTICALLY ACTIVE SULFILIMINES VIA CHIRAL DISCRIMINATION

1982 ◽  
Vol 13 (10) ◽  
Author(s):  
R. ANNUNZIATA ◽  
M. CINQUINI ◽  
S. COLONNA ◽  
F. COZZI
Keyword(s):  
Optically Active ◽  
Chiral Discrimination
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