Hydrogen bonds and a hydrogen-bonded chain in Mannich bases of 5,5'-dinitro-2,2'-biphenol-FT-IR and 1H NMR studies
Authors:
- Bogumił Brzezinski,
- Hanna Urjasz,
- Franz Bartl,
- Georg Zundel
Abstract
5,5'-Dinitro-3-diethylaminomethyl-2,2'-biphenol (1) and 5,5'-dinitro-3,3' bis(diethylaminomethyl)-2,2'-biphenol (2) as well as 5,5'-dinitro-2,2'-biphenol (3) were synthesized and studied by FT-IR and 1H NMR spectroscopy in acetonitrile or acetonitrile-d3 solutions, respectively. With compound 1 a hydrogen-bonded system with large proton polarizability is found. In the hydrogen bonds in compound 2 the protons are localized at the N atoms. These hydrogen bonds show no proton polarizability. In the protonated compound 2 a very strong homoconjugated -O···H+···O- hydrogen bond with large proton polarizability is found, whereas two other protons are localized at the N atoms. The deviation of the results obtained with other derivatives of 2,2'-biphenols are caused by the larger acidity of the nitro groups.
- Record ID
- UAMb2d1ff747cfd4032827a9279fb613c4d
- Author
- Journal series
- Journal of Molecular Structure, ISSN 0022-2860
- Issue year
- 1997
- Vol
- 435
- Pages
- 59-64
- ASJC Classification
- ; ; ;
- DOI
- DOI:10.1016/S0022-2860(97)00123-3 Opening in a new tab
- Language
- (en) English
- Score (nominal)
- 0
- Score source
- journalList
- Publication indicators
- = 14; : 1999 = 0.860; : 2006 (2 years) = 1.495 - 2007 (5 years) =1.497
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- Uniform Resource Identifier
- https://researchportal.amu.edu.pl/info/article/UAMb2d1ff747cfd4032827a9279fb613c4d/
- URN
urn:amu-prod:UAMb2d1ff747cfd4032827a9279fb613c4d
* presented citation count is obtained through Internet information analysis and it is close to the number calculated by the Publish or PerishOpening in a new tab system.