Pyridyl enamines and dienamines as models of mycobacterial pigments

1970 ◽  
Vol 23 (10) ◽  
pp. 2109 ◽  
Author(s):  
GM Renwick
Keyword(s):  
Mycobacterium Tuberculosis ◽  
Electronic Spectra ◽  
Dissociation Constants ◽  
Related Compounds

N,N'-Tetramethylformamidinium perchlorate and its higher vinylogue react with 4-picolylsodium to yield 4-(2-dimethylaminovinyl)pyridine (1) and l-dimethyl-amino-4-(4-pyridyl)buta-1,3-diene (3), and with 2-picolylsodium to yield the 2-pyridine isomers (2) and (4). The N.M.R. spectra and dissociation constants of these products are reported. The electronic spectra of the bases, their mono- and di-cations, and of some related compounds are described, and comparisons are drawn with coloured alkaloids which are produced by Mycobacterium tuberculosis in the presence of isonicotinoylhydrazide.

Chelating polymers. I. The synthesis and acid dissociation behavior of several N-(p-vinylbenzenesulfonyl)-substituted diaminopolyacetic acid monomers, monomeric analogues, and related intermediates

1970 ◽  
Vol 48 (1) ◽  
pp. 163-175 ◽  
Author(s):  
R. M. Genik-Sas-Berezowsky ◽  
I. H. Spinner
Keyword(s):  
Amino Acids ◽  
Amino Acid ◽  
Dissociation Constants ◽  
Acid Dissociation ◽  
Inductive Effects ◽  
Cyclic Amide ◽  
Amino Acid Analogues ◽  
Related Compounds ◽  
Chelating Polymers ◽  
Made In

Two new chelating monomers, N-(p-vinylbenzenesulfonyl)1,2-diaminoethane-N′,N′-diacetic (SS-EDDA) and -N,N′,N′-triacetic (SS-ED3A) acids, as well as several monomeric analogues and related intermediates have been prepared. In addition, 2-oxo-1-piperazine acetic (S-KP), 3-oxo-1-piperazine acetic (U-KP), and 2-oxo-1,4-piperazine diacetic (3-KP) acids have been synthesized and the interconvertibility between these cyclic amides and their unsubstituted linear amino acid analogues, ethylene-diamine-N,N′-diacetic (S-EDDA), -N,N-diacetic (U-EDDA), and -N,N,N′-triacetic (ED3A) acids respectively, was demonstrated.The acid dissociation constants of the various amino acids were determined potentiometrically at 25° and μ = 0.1 M(KNO3) and the results were compared with the hydrogen ion affinities of related compounds. Dissociation schemes were proposed for all the compounds based on these results. Rationalizations of the linear amino acid and the cyclic amide dissociation constants were made in terms of the effects of cyclization and the inductive effects of neighboring groups. These rationalizations were found to be helpful in clarifying the dissociation schemes previously proposed for several of the linear amino acids.

Electronic spectra and electronic structures of [2.2]paracyclophane and related compounds

1973 ◽  
Vol 46 (1) ◽  
pp. 1-15 ◽  
Author(s):  
Suehiro Iwata ◽  
Kiyokazu Fuke ◽  
Michiko Sasaki ◽  
Saburo Nagakura ◽  
Tetsuo Otsubo ◽  
...  
Keyword(s):  
Electronic Spectra ◽  
Electronic Structures ◽  
Related Compounds
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