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The structure of acrolein in a liquid crystal phase

The structure of acrolein in a liquid crystal phase
The structure of acrolein in a liquid crystal phase

The 1H NMR spectrum of a sample of acrolein dissolved in the nematic liquid crystal phase 152 has been analysed to yield 18 dipolar couplings between all the magnetic nuclei in the molecule; moreover, the 13C and 13C{1H} NMR spectra of a sample of acrolein in CDCl3 were recorded and analysed to determine the indirect J 11 couplings. The data were used to obtain the relative positions of the carbon and hydrogen atoms, assuming that these are independent of the conformations generated by rotation around the C-C bond through an angle φ, and to obtain a probability distribution P(φ). It has been found that in the liquid phase, the distribution is a maximum at the trans form whereas the abundance of the cis form is significantly smaller compared with that found by microwave spectroscopy or high level quantum mechanical calculations. Such calculations produced also a suitable force field needed to develop suitable strategies for vibrational correction procedure in the case of flexible molecules.

conformation analysis, liquid crystals, nmr spectroscopytrans-acrolein, cis-acrolein, nmr-spectra, spectroscopy, molecules, abinitio, glyoxal
0947-6539
3599-3608
Celebre, Giorgio
bffb0a16-65d1-44a2-93b4-c6f65d59d834
Concistrè, Maria
8574cc9a-726e-49b7-b136-fe6bb043b424
De Luca, Giuseppina
8152f554-4aa6-42bf-af23-c0d74db9f69e
Longeri, Marcello
3b1f11d6-2c93-4221-898b-b85385f0b0ed
Pileio, Giuseppe
13f78e66-0707-4438-b9c9-6dbd3eb7d4e8
Emsley, James William
37c4ca71-60c9-4458-be6b-a575134933f2
Celebre, Giorgio
bffb0a16-65d1-44a2-93b4-c6f65d59d834
Concistrè, Maria
8574cc9a-726e-49b7-b136-fe6bb043b424
De Luca, Giuseppina
8152f554-4aa6-42bf-af23-c0d74db9f69e
Longeri, Marcello
3b1f11d6-2c93-4221-898b-b85385f0b0ed
Pileio, Giuseppe
13f78e66-0707-4438-b9c9-6dbd3eb7d4e8
Emsley, James William
37c4ca71-60c9-4458-be6b-a575134933f2

Celebre, Giorgio, Concistrè, Maria, De Luca, Giuseppina, Longeri, Marcello, Pileio, Giuseppe and Emsley, James William (2005) The structure of acrolein in a liquid crystal phase. Chemistry - A European Journal, 11 (12), 3599-3608. (doi:10.1002/chem.200401059).

Record type: Article

Abstract

The 1H NMR spectrum of a sample of acrolein dissolved in the nematic liquid crystal phase 152 has been analysed to yield 18 dipolar couplings between all the magnetic nuclei in the molecule; moreover, the 13C and 13C{1H} NMR spectra of a sample of acrolein in CDCl3 were recorded and analysed to determine the indirect J 11 couplings. The data were used to obtain the relative positions of the carbon and hydrogen atoms, assuming that these are independent of the conformations generated by rotation around the C-C bond through an angle φ, and to obtain a probability distribution P(φ). It has been found that in the liquid phase, the distribution is a maximum at the trans form whereas the abundance of the cis form is significantly smaller compared with that found by microwave spectroscopy or high level quantum mechanical calculations. Such calculations produced also a suitable force field needed to develop suitable strategies for vibrational correction procedure in the case of flexible molecules.

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More information

Published date: 6 June 2005
Keywords: conformation analysis, liquid crystals, nmr spectroscopytrans-acrolein, cis-acrolein, nmr-spectra, spectroscopy, molecules, abinitio, glyoxal

Identifiers

Local EPrints ID: 20755
URI: http://eprints.soton.ac.uk/id/eprint/20755
ISSN: 0947-6539
PURE UUID: 90673fe2-88a2-4853-94cc-cef9979d190b
ORCID for Giuseppe Pileio: ORCID iD orcid.org/0000-0001-9223-3896
ORCID for James William Emsley: ORCID iD orcid.org/0000-0001-7404-9892

Catalogue record

Date deposited: 02 Mar 2006
Last modified: 22 Feb 2025 03:06

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Contributors

Author: Giorgio Celebre
Author: Maria Concistrè
Author: Giuseppina De Luca
Author: Marcello Longeri
Author: Giuseppe Pileio ORCID iD
Author: James William Emsley ORCID iD

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