Investigation of Nsingle bondH⋯O interactions in N-monosubstituted caproamide – Ether systems: FT–IR and FT–NIR spectroscopic study
Abstract
This paper reports FT-IR and FT-NIR spectroscopic study of hydrogen bonding between N-mono-substituted caproamides and different ethers (diethyl ether and tetrahydrofuran) in carbon tetrachloride. With increase in ether concentration increase in intensity of red-shifted band, and decrease of intensity of monomer band has been observed. The MIR and NIR spectroscopic characteristics for N-H center dot center dot center dot O hydrogen bonded complexes and also the equilibrium constants for 1:1 complex formation are given. Further, influence of structural differences of ethers on hydrogen bonding was investigated using Taft equation. Good correlation between logarithm of formation constants and Taft steric and inductive factors has been obtained only for tetrahydrofuran in MIR range.
Keywords:
N-monosubstituted caproamides / Hydrogen bond / Ethers / FT-IRSource:
Journal of Molecular Structure, 2019, 1181, 19-24Publisher:
- Elsevier Science Bv, Amsterdam
Funding / projects:
- Study of the Synthesis, Structure and Activity of Natural and Synthetic Organic Compounds (RS-172013)
DOI: 10.1016/j.molstruc.2018.12.081
ISSN: 0022-2860
WoS: 000458612300004
Scopus: 2-s2.0-85059585636
Institution/Community
Tehnološko-metalurški fakultetTY - JOUR AU - Despotović, Vesna AU - Kordić, Branko AU - Kovacević, M. AU - Petrović, Slobodan AU - Jović, B. PY - 2019 UR - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/4317 AB - This paper reports FT-IR and FT-NIR spectroscopic study of hydrogen bonding between N-mono-substituted caproamides and different ethers (diethyl ether and tetrahydrofuran) in carbon tetrachloride. With increase in ether concentration increase in intensity of red-shifted band, and decrease of intensity of monomer band has been observed. The MIR and NIR spectroscopic characteristics for N-H center dot center dot center dot O hydrogen bonded complexes and also the equilibrium constants for 1:1 complex formation are given. Further, influence of structural differences of ethers on hydrogen bonding was investigated using Taft equation. Good correlation between logarithm of formation constants and Taft steric and inductive factors has been obtained only for tetrahydrofuran in MIR range. PB - Elsevier Science Bv, Amsterdam T2 - Journal of Molecular Structure T1 - Investigation of Nsingle bondH⋯O interactions in N-monosubstituted caproamide – Ether systems: FT–IR and FT–NIR spectroscopic study EP - 24 SP - 19 VL - 1181 DO - 10.1016/j.molstruc.2018.12.081 ER -
@article{ author = "Despotović, Vesna and Kordić, Branko and Kovacević, M. and Petrović, Slobodan and Jović, B.", year = "2019", abstract = "This paper reports FT-IR and FT-NIR spectroscopic study of hydrogen bonding between N-mono-substituted caproamides and different ethers (diethyl ether and tetrahydrofuran) in carbon tetrachloride. With increase in ether concentration increase in intensity of red-shifted band, and decrease of intensity of monomer band has been observed. The MIR and NIR spectroscopic characteristics for N-H center dot center dot center dot O hydrogen bonded complexes and also the equilibrium constants for 1:1 complex formation are given. Further, influence of structural differences of ethers on hydrogen bonding was investigated using Taft equation. Good correlation between logarithm of formation constants and Taft steric and inductive factors has been obtained only for tetrahydrofuran in MIR range.", publisher = "Elsevier Science Bv, Amsterdam", journal = "Journal of Molecular Structure", title = "Investigation of Nsingle bondH⋯O interactions in N-monosubstituted caproamide – Ether systems: FT–IR and FT–NIR spectroscopic study", pages = "24-19", volume = "1181", doi = "10.1016/j.molstruc.2018.12.081" }
Despotović, V., Kordić, B., Kovacević, M., Petrović, S.,& Jović, B.. (2019). Investigation of Nsingle bondH⋯O interactions in N-monosubstituted caproamide – Ether systems: FT–IR and FT–NIR spectroscopic study. in Journal of Molecular Structure Elsevier Science Bv, Amsterdam., 1181, 19-24. https://doi.org/10.1016/j.molstruc.2018.12.081
Despotović V, Kordić B, Kovacević M, Petrović S, Jović B. Investigation of Nsingle bondH⋯O interactions in N-monosubstituted caproamide – Ether systems: FT–IR and FT–NIR spectroscopic study. in Journal of Molecular Structure. 2019;1181:19-24. doi:10.1016/j.molstruc.2018.12.081 .
Despotović, Vesna, Kordić, Branko, Kovacević, M., Petrović, Slobodan, Jović, B., "Investigation of Nsingle bondH⋯O interactions in N-monosubstituted caproamide – Ether systems: FT–IR and FT–NIR spectroscopic study" in Journal of Molecular Structure, 1181 (2019):19-24, https://doi.org/10.1016/j.molstruc.2018.12.081 . .