Determination of chemical shifts in 6-condensed syringylic lignin model compounds

Lucas Lagerquist; Jani Rahkila; Patrik Eklund

doi:10.1515/hf-2021-0093

Determination of chemical shifts in 6-condensed syringylic lignin model compounds

Lucas Lagerquist, Jani Rahkila, Patrik Eklund^*

^*Corresponding author for this work

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Abstract

A small library of 6-substituted syringyl model compounds with aliphatic, carboxylic, phenylic, benzylic alcohols and brominated substituents were prepared. The influence of the substituents on the chemical shifts of the compounds was analyzed. All of model compounds showed a characteristic increase in the 13C NMR chemical shift of the methoxy group vicinal to the substitution. This 13C NMR peak and its corresponding correlation peak in HSQC could potentially be used to identify 6-condensation in syringylic lignin samples.

Original language	English
Journal	Holzforschung
DOIs	https://doi.org/10.1515/hf-2021-0093
Publication status	Published - 2021
MoE publication type	A1 Journal article-refereed

Keywords

condensation
HSQC
lignin model compounds
NMR-spectroscopy
syringyl

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10.1515/hf-2021-0093

Lagerquist hf-2021Final published version, 548 KBLicence: Publisher rights policy

https://urn.fi/URN:NBN:fi-fe2023050139638

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abstract = "A small library of 6-substituted syringyl model compounds with aliphatic, carboxylic, phenylic, benzylic alcohols and brominated substituents were prepared. The influence of the substituents on the chemical shifts of the compounds was analyzed. All of model compounds showed a characteristic increase in the 13C NMR chemical shift of the methoxy group vicinal to the substitution. This 13C NMR peak and its corresponding correlation peak in HSQC could potentially be used to identify 6-condensation in syringylic lignin samples. ",

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AU - Rahkila, Jani

AU - Eklund, Patrik

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AB - A small library of 6-substituted syringyl model compounds with aliphatic, carboxylic, phenylic, benzylic alcohols and brominated substituents were prepared. The influence of the substituents on the chemical shifts of the compounds was analyzed. All of model compounds showed a characteristic increase in the 13C NMR chemical shift of the methoxy group vicinal to the substitution. This 13C NMR peak and its corresponding correlation peak in HSQC could potentially be used to identify 6-condensation in syringylic lignin samples.

KW - condensation

KW - HSQC

KW - lignin model compounds

KW - NMR-spectroscopy

KW - syringyl

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ER -

Determination of chemical shifts in 6-condensed syringylic lignin model compounds

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Keywords

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