Structure and NMR spectra of bicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylic acid and its anhydride

R Alan Aitken; Fiona M. Fotherby; Alexandra M. Z. Slawin

doi:10.1016/j.molstruc.2021.131610

Structure and NMR spectra of bicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylic acid and its anhydride

R Alan Aitken^*, Fiona M. Fotherby, Alexandra M. Z. Slawin

^*Corresponding author for this work

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

Abstract

Two of the three published sets of ¹H and ¹³C NMR data for bicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylic anhydride have been found to actually be those of the corresponding diacid. The NMR spectroscopic distinction between these two compounds is clarified and ¹J_C–H values are reported for the anhydride, the diacid and a related diester. The X-ray structure of the diacid has been determined and features chains of molecules involving both intra- and inter-molecular hydrogen bonding.

Original language	English
Article number	131610
Number of pages	6
Journal	Journal of Molecular Structure
Volume	1249
Early online date	5 Oct 2021
DOIs	https://doi.org/10.1016/j.molstruc.2021.131610
Publication status	Published - 5 Feb 2022

Keywords

1H NMR
13C NMR
One-bond spin-spin coupling constant
X-ray structure
Hydrogen bonding

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10.1016/j.molstruc.2021.131610

Aitken_2021_JMS_Structure_AAM
Copyright © 2021 Elsevier B.V. All rights reserved. This work has been made available online in accordance with publisher policies or with permission. Permission for further reuse of this content should be sought from the publisher or the rights holder. This is the author created accepted manuscript following peer review and may differ slightly from the final published version. The final published version of this work is available at https://doi.org/10.1016/j.molstruc.2021.131610
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Cite this

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title = "Structure and NMR spectra of bicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylic acid and its anhydride",

abstract = "Two of the three published sets of 1H and 13C NMR data for bicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylic anhydride have been found to actually be those of the corresponding diacid. The NMR spectroscopic distinction between these two compounds is clarified and 1JC–H values are reported for the anhydride, the diacid and a related diester. The X-ray structure of the diacid has been determined and features chains of molecules involving both intra- and inter-molecular hydrogen bonding.",

keywords = "1H NMR, 13C NMR, One-bond spin-spin coupling constant, X-ray structure, Hydrogen bonding",

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year = "2022",

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T1 - Structure and NMR spectra of bicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylic acid and its anhydride

AU - Aitken, R Alan

AU - Fotherby, Fiona M.

AU - Slawin, Alexandra M. Z.

PY - 2022/2/5

Y1 - 2022/2/5

N2 - Two of the three published sets of 1H and 13C NMR data for bicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylic anhydride have been found to actually be those of the corresponding diacid. The NMR spectroscopic distinction between these two compounds is clarified and 1JC–H values are reported for the anhydride, the diacid and a related diester. The X-ray structure of the diacid has been determined and features chains of molecules involving both intra- and inter-molecular hydrogen bonding.

AB - Two of the three published sets of 1H and 13C NMR data for bicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylic anhydride have been found to actually be those of the corresponding diacid. The NMR spectroscopic distinction between these two compounds is clarified and 1JC–H values are reported for the anhydride, the diacid and a related diester. The X-ray structure of the diacid has been determined and features chains of molecules involving both intra- and inter-molecular hydrogen bonding.

KW - 1H NMR

KW - 13C NMR

KW - One-bond spin-spin coupling constant

KW - X-ray structure

KW - Hydrogen bonding

UR - https://www.sciencedirect.com/science/article/pii/S0022286021017385?via=ihub#sec0013

U2 - 10.1016/j.molstruc.2021.131610

DO - 10.1016/j.molstruc.2021.131610

M3 - Article

SN - 0022-2860

VL - 1249

JO - Journal of Molecular Structure

JF - Journal of Molecular Structure

M1 - 131610

ER -

Structure and NMR spectra of bicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylic acid and its anhydride

Abstract

Keywords

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CCDC 2073912: Experimental Crystal Structure Determination

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Structure and NMR spectra of bicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylic acid and its anhydride

Abstract

Keywords

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Datasets

CCDC 2073912: Experimental Crystal Structure Determination

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