Polycyclic aromatic hydrocarbons in Australian coals-III. Structural elucidation by proton nuclear magnetic resonance spectroscopy

Alan L. Chaffee; Christopher J.R. Fookes

doi:10.1016/0146-6380(88)90263-X

Polycyclic aromatic hydrocarbons in Australian coals-III. Structural elucidation by proton nuclear magnetic resonance spectroscopy

Alan L. Chaffee, Christopher J.R. Fookes

Research output: Contribution to journal › Article › Research › peer-review

74 Citations (Scopus)

Abstract

The molecular structures of a number of tetra- and pentacyclic aromatic hydrocarbons present in extracts of Victorian brown coal have been unambiguously established by ¹H-NMR. The determined structures support the hypothesis that these polycyclic aromatic hydrocarbons (PAHs) are diagenetically derived from triterpenoid precursors based on the oleanane, ursane and lupane skeletons. The occurrence of diastereoisomerism in these PAHs has been revealed for the first time and the diastereomeric configurations of one pair of triaromatic compounds (XI and XII) defined.

Original language	English
Pages (from-to)	261-271
Number of pages	11
Journal	Organic Geochemistry
Volume	12
Issue number	3
DOIs	https://doi.org/10.1016/0146-6380(88)90263-X
Publication status	Published - 1988
Externally published	Yes

Keywords

aromatic hydrocarbons
coal
mass spectrometry
nuclear magnetic resonance spectroscopy
triterpenoid diagenesis

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10.1016/0146-6380(88)90263-X

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title = "Polycyclic aromatic hydrocarbons in Australian coals-III. Structural elucidation by proton nuclear magnetic resonance spectroscopy",

abstract = "The molecular structures of a number of tetra- and pentacyclic aromatic hydrocarbons present in extracts of Victorian brown coal have been unambiguously established by 1H-NMR. The determined structures support the hypothesis that these polycyclic aromatic hydrocarbons (PAHs) are diagenetically derived from triterpenoid precursors based on the oleanane, ursane and lupane skeletons. The occurrence of diastereoisomerism in these PAHs has been revealed for the first time and the diastereomeric configurations of one pair of triaromatic compounds (XI and XII) defined.",

keywords = "aromatic hydrocarbons, coal, mass spectrometry, nuclear magnetic resonance spectroscopy, triterpenoid diagenesis",

author = "Chaffee, \{Alan L.\} and Fookes, \{Christopher J.R.\}",

year = "1988",

doi = "10.1016/0146-6380(88)90263-X",

language = "English",

volume = "12",

pages = "261--271",

journal = "Organic Geochemistry",

issn = "0146-6380",

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number = "3",

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T1 - Polycyclic aromatic hydrocarbons in Australian coals-III. Structural elucidation by proton nuclear magnetic resonance spectroscopy

AU - Chaffee, Alan L.

AU - Fookes, Christopher J.R.

PY - 1988

Y1 - 1988

N2 - The molecular structures of a number of tetra- and pentacyclic aromatic hydrocarbons present in extracts of Victorian brown coal have been unambiguously established by 1H-NMR. The determined structures support the hypothesis that these polycyclic aromatic hydrocarbons (PAHs) are diagenetically derived from triterpenoid precursors based on the oleanane, ursane and lupane skeletons. The occurrence of diastereoisomerism in these PAHs has been revealed for the first time and the diastereomeric configurations of one pair of triaromatic compounds (XI and XII) defined.

AB - The molecular structures of a number of tetra- and pentacyclic aromatic hydrocarbons present in extracts of Victorian brown coal have been unambiguously established by 1H-NMR. The determined structures support the hypothesis that these polycyclic aromatic hydrocarbons (PAHs) are diagenetically derived from triterpenoid precursors based on the oleanane, ursane and lupane skeletons. The occurrence of diastereoisomerism in these PAHs has been revealed for the first time and the diastereomeric configurations of one pair of triaromatic compounds (XI and XII) defined.

KW - aromatic hydrocarbons

KW - coal

KW - mass spectrometry

KW - nuclear magnetic resonance spectroscopy

KW - triterpenoid diagenesis

UR - https://www.scopus.com/pages/publications/0001016386

U2 - 10.1016/0146-6380(88)90263-X

DO - 10.1016/0146-6380(88)90263-X

M3 - Article

AN - SCOPUS:0001016386

SN - 0146-6380

VL - 12

SP - 261

EP - 271

JO - Organic Geochemistry

JF - Organic Geochemistry

IS - 3

ER -

Polycyclic aromatic hydrocarbons in Australian coals-III. Structural elucidation by proton nuclear magnetic resonance spectroscopy

Abstract

Keywords

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