Substituent Effects in the Thermodynamics of Hydrogen Bonding as Obtained by Infrared Spectrometry

1973 ◽  
Vol 95 (11) ◽  
pp. 3490-3494 ◽  
Author(s):  
Brigitta. Stymne ◽  
Hans. Stymne ◽  
Gunnar. Wettermark
Keyword(s):  
Hydrogen Bonding ◽  
Substituent Effects ◽  
Infrared Spectrometry

Beziehungen zwischen Rotationsisomerie, Wasserstoffbrücken-Bindung und Substituenteneffekten der organischen Chemie / Relations between Rotational Isomerism, Hydrogen Bonding, and Substituent Effects in Organic Chemistry

1972 ◽  
Vol 27 (6) ◽  
pp. 663-674 ◽  
Author(s):  
Gotthard H. Krause ◽  
Herbert Hoyer
Keyword(s):  
Hydrogen Bonding ◽  
Substituent Effects ◽  
Intramolecular Hydrogen Bonding ◽  
Rotational Isomerism ◽  
Proton Acceptor ◽  
Single Bond ◽  
Free Enthalpy ◽  
Acceptor Group ◽  
Intramolecular Hydrogen ◽  
Derivatives Of

The change of free enthalpy involved in intramolecular hydrogen bonding is smaller if the proton acceptor group can rotate round a single bond, as compared to proton acceptor groups which are fixed in a position optimal for hydrogen bonding. Also, the free enthalpy change is altered when the rotation of the proton acceptor is sterically restricted. This is demonstrated by comparing the absorptions of carbonyl stretching vibrations in the infrared spectra of certain compounds showing rotational isomerism. In the present study derivatives of 5-hydroxy-2,2-dimethyl-6-carbomethoxychromanone- (4), 3-nitrosalicylaldehyde and 3-nitro-2-hydroxy-acetophenones substituted in the position 5 and 6 are examined.

Substituent effects in XCCH⋯NH3 (or OH2, FH) hydrogen bonding

2001 ◽  
Vol 338 (1) ◽  
pp. 61-66 ◽  
Author(s):  
Rong Chen ◽  
Ke-Chun Zhang ◽  
Lei Liu ◽  
Xiao-Song Li ◽  
Qing-Xiang Guo
Keyword(s):  
Hydrogen Bonding ◽  
Substituent Effects

scholarly journals Substituted adenine quartets: interplay between substituent effect, hydrogen bonding, and aromaticity

RSC Advances ◽  
2020 ◽  
Vol 10 (39) ◽  
pp. 23350-23358 ◽  
Author(s):  
Halina Szatylowicz ◽  
Paulina H. Marek ◽  
Olga A. Stasyuk ◽  
Tadeusz M. Krygowski ◽  
Miquel Solà
Keyword(s):  
Hydrogen Bonding ◽  
Hydrogen Bonds ◽  
Substituent Effect ◽  
Substituent Effects ◽  
Type A ◽  
Electronic Nature

Substituent effects on hydrogen bonds in adenine quartets and aromaticity of adenine rings depend on the quartet type. A4-N3 and A4-N7 quartets are more responsive to the electronic nature of substituents than A4-N1.

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