Steric inhibition of hydrogen bonding in molecular recognition of dicarboxylic acids: di-topic receptors containing a nitro group designed to behave like monotopic receptors

RSC Advances ◽  
2014 ◽  
Vol 4 (91) ◽  
pp. 49663-49671
Author(s):  
Shyamaprosad Goswami ◽  
Rinku Chakrabarty ◽  
Swapan Dey ◽  
Hoong-Kun Fun
Keyword(s):  
Hydrogen Bonding ◽  
Molecular Recognition ◽  
Nitro Group ◽  
Dicarboxylic Acids ◽  
Macrocyclic Receptors

The ditopic macrocyclic receptors having NO2 group show inhibition in hydrogen bonding molecular recognition towards the dicarboxylic acids to behave as monotopic receptors.

Molecular recognition: hydrogen-bonding receptors that function in highly competitive solvents

1993 ◽  
Vol 115 (1) ◽  
pp. 369-370 ◽  
Author(s):  
Erkang Fan ◽  
Scott A. Van Arman ◽  
Scott Kincaid ◽  
Andrew D. Hamilton
Keyword(s):  
Hydrogen Bonding ◽  
Molecular Recognition

Hydrogen Bonding in organic compounds. 1. o-Nitroanilines

1958 ◽  
Vol 11 (4) ◽  
pp. 513 ◽  
Author(s):  
LK Dyall ◽  
AN Hambly
Keyword(s):  
Hydrogen Bonding ◽  
Nitro Group ◽  
Organic Compounds ◽  
Intramolecular Hydrogen Bonding ◽  
Amino Group ◽  
Infra Red ◽  
Sterically Hindered ◽  
Intramolecular Hydrogen

The infra-red spectra of o-nitroanilines do not indicate any intramolecular hydrogen bonding unless there are nitro groups in both positions 2 and 6 to the amino group. An examination of the literature shows that there is no unambiguous evidence from other sources of such bonding in simple o-nitroanilines. An explanation is given of the variation of the stretching frequencies of the nitro group in sterically hindered compounds and in those with electron-donating ortho- and para-substituents.

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