Synthesis of Polycationic Aza-Belted Heterocyclic Iodomethane Salts

2019 ◽  
Vol 11 (11) ◽  
pp. 1134-1141
Author(s):  
Yan-Yan Wang ◽  
Tuan-Jie Wang ◽  
Juan Chen ◽  
Chao-Yang Wang ◽  
Jing Zhu
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Magnetic Resonance Spectroscopy ◽  
Nuclear Magnetic Resonance Spectroscopy ◽  
Functional Groups ◽  
Chemical Shifts ◽  
Resonance Spectroscopy ◽  
Reaction Conditions ◽  
13C Nuclear Magnetic Resonance ◽  
Judicious Choice

Novel belt shapes of a diazabicyclo[n,n,5.5]alkane center combined with double iodomethane salts were prepared in two steps by a reaction of phenylethylamine or 3,4-dimethoxyphenylethylamine with ortho-bis(chloromethyl)benzenes. The syntheses and characteristics of these polycationic systems containing aza-belt rings are described. Judicious choice of the reaction conditions allowed these polycationic heterocycles to be generated in good yields, and 1H and 13C nuclear magnetic resonance spectroscopy revealed a change in chemical shifts caused by interactions between the functional groups.

scholarly journals 1H and 13C Nuclear Magnetic Resonance Spectroscopy of Some Derivatives of Nitro Sugars

1973 ◽  
Vol 51 (11) ◽  
pp. 1797-1800 ◽  
Author(s):  
N. Gurudata ◽  
F. J. M. Rajabalee
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Chemical Shift ◽  
Magnetic Resonance Spectroscopy ◽  
Nuclear Magnetic Resonance Spectroscopy ◽  
Addition Reaction ◽  
Chemical Shifts ◽  
Resonance Spectroscopy ◽  
13C Nuclear Magnetic Resonance ◽  
Derivatives Of

Eight 2,3-dideoxy-2-amino-3-nitrosugar derivatives have been obtained by an elimination–addition reaction on the α and β anomers of methyl-4,6-O-benzylidene-3-deoxy-3-nitro-glucopyranoside-2-acetate. P.m.r. is used to show that the compounds exist in the CE conformation. 13C.m.r. data are presented for three anomeric pairs. Trends in the C-13 chemical shifts are found to be similar to those reported in other studies of carbohydrates. Exceptions in direction and magnitude of chemical shift differences are discussed.

Studies of specifically fluorinated carbohydrates. Part II. Nuclear magnetic resonance studies of pentopyranosyl fluoride derivatives

1969 ◽  
Vol 47 (1) ◽  
pp. 19-30 ◽  
Author(s):  
L. D. Hall ◽  
J. F. Manville
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Magnetic Resonance Spectroscopy ◽  
Nuclear Magnetic Resonance Spectroscopy ◽  
Chemical Shifts ◽  
Coupling Constants ◽  
Resonance Spectroscopy ◽  
Magnetic Resonance Studies ◽  
Conformational Model ◽  
Nuclear Magnetic

Detailed studies, by 1H and 19F nuclear magnetic resonance spectroscopy, of a series of fully esterified pentopyranosyl fluorides, show that all such derivatives favor that conformer in which the fluorine substituent is axially oriented. This conclusion is supported by separate considerations of the vicinal and geminal19F–1H and 1H–1H coupling constants, of the long-range (4J) 1H–1H and 19F–1H coupling constants and of the 19F chemical shifts. The limitations of the above conformational model are discussed.

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