A density functional theory study of sulfated monolignols: P-coumaril and coniferyl alcohols

Описание

Тип публикации: статья из журнала

Год издания: 2021

Идентификатор DOI: 10.35812/CelluloseChemTechnol.2021.55.05

Ключевые слова: density functional theory (dft), lignin, monolignols, sulfated lignin, sulfated monolignols

Аннотация: In the present study, sulfated mono- and disubstituted monolignols (p-coumaril, coniferyl alcohols) were investigated by the density functional theory method (DFT/B3LYP) with a 6-311+G (d, p) basis set. New data on these compounds were obtained: optimal configuration, FTIR, 1H and 13C NMR spectra, electronegativity, electrophilicitПоказать полностьюy index, softness HОMО-LUMО analysis and molecular electrostatic potential. The obtained theoretical FTIR and NMR spectra are in good agreement with the experimental data presented in the literature. Based on the results of the study of theoretical 13C NMR spectra, it was shown the introduction of sulfate groups into monolignols shifts the chemical shift towards larger values. According to HОMО-LUMО analysis, the lowest energy gap corresponds to monosulfated coniferyl alcohol. The analysis of the molecular electrostatic potential evidences that the sulfated monolignols contain regions with both nucleophilic reactivity and electrophilic reactivity. © 2021 Editura Academiei Romane. All rights reserved.

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Издание

Журнал: Cellulose Chemistry and Technology

Выпуск журнала: Vol. 55, Is. 1-2

Номера страниц: 41-54

ISSN журнала: 05769787

Издатель: Publishing House of the Romanian Academy

Персоны

  • Akman Feride (Univ Bingol, Vocat Sch Tech Sci, TR-12000 Bingol, Turkey)
  • Kazachenko Aleksandr S. (SB RAS, Inst Chem & Chem Technol, Fed Res Ctr, Krasnoyarsk Sci Ctr, Akademgorodok 50-24, Krasnoyarsk 660036, Russia; Siberian Fed Univ, Svobodny Av 79, Krasnoyarsk 660041, Russia)
  • Malyar Yuriy N. (SB RAS, Inst Chem & Chem Technol, Fed Res Ctr, Krasnoyarsk Sci Ctr, Akademgorodok 50-24, Krasnoyarsk 660036, Russia; Siberian Fed Univ, Svobodny Av 79, Krasnoyarsk 660041, Russia)