A joint theoretical and experimental investigation on the 13C and 1H NMR chemical shifts of coumarin derivatives

Philippe d'Antuono, Edith Botek, Benoît Champagne, Laetitia Maton, Dorothée Taziaux, Jean Louis Habib-Jiwan

Research output: Contribution to journalArticle

Abstract

1H and 13C NMR chemical shifts of coumarin derivatives have been determined using first principles approaches with and without accounting for the effects of the solvent and compared to experiment in order to assess their reliability. Good linear relationships are obtained between theory and experiment, which allows correcting the calculated values for systematic errors. This is particularly the case when using the PCM scheme to model the solvent effects because the δ values larger than 150 ppm are more difficult to reproduce. The final accuracy of the method amounts to about 1 ppm for 13C and 0. 05 ppm for 1H.

Original languageEnglish
Pages (from-to)461-470
Number of pages10
JournalTheoretical Chemistry Accounts
Volume125
Issue number3-6
DOIs
Publication statusPublished - 1 Mar 2010

Fingerprint

Coumarins
Chemical shift
chemical equilibrium
Nuclear magnetic resonance
nuclear magnetic resonance
Pulse code modulation
Systematic errors
systematic errors
Experiments

Keywords

  • Chemical shift
  • Conformation impact and Maxwell-Boltzmann averaging
  • Coumarin derivatives
  • Coupled-perturbed Kohn-Sham
  • Solvent effects on the chemical shift

Cite this

@article{4e0aa3cf745b4b98a4e973830f549e48,
title = "A joint theoretical and experimental investigation on the 13C and 1H NMR chemical shifts of coumarin derivatives",
abstract = "1H and 13C NMR chemical shifts of coumarin derivatives have been determined using first principles approaches with and without accounting for the effects of the solvent and compared to experiment in order to assess their reliability. Good linear relationships are obtained between theory and experiment, which allows correcting the calculated values for systematic errors. This is particularly the case when using the PCM scheme to model the solvent effects because the δ values larger than 150 ppm are more difficult to reproduce. The final accuracy of the method amounts to about 1 ppm for 13C and 0. 05 ppm for 1H.",
keywords = "Chemical shift, Conformation impact and Maxwell-Boltzmann averaging, Coumarin derivatives, Coupled-perturbed Kohn-Sham, Solvent effects on the chemical shift",
author = "Philippe d'Antuono and Edith Botek and Beno{\^i}t Champagne and Laetitia Maton and Doroth{\'e}e Taziaux and Habib-Jiwan, {Jean Louis}",
year = "2010",
month = "3",
day = "1",
doi = "10.1007/s00214-009-0625-x",
language = "English",
volume = "125",
pages = "461--470",
journal = "Theoretical Chemistry Accounts: Theory, Computation, and Modeling",
issn = "1432-881X",
publisher = "Springer New York",
number = "3-6",

}

A joint theoretical and experimental investigation on the 13C and 1H NMR chemical shifts of coumarin derivatives. / d'Antuono, Philippe; Botek, Edith; Champagne, Benoît; Maton, Laetitia; Taziaux, Dorothée; Habib-Jiwan, Jean Louis.

In: Theoretical Chemistry Accounts, Vol. 125, No. 3-6, 01.03.2010, p. 461-470.

Research output: Contribution to journalArticle

TY - JOUR

T1 - A joint theoretical and experimental investigation on the 13C and 1H NMR chemical shifts of coumarin derivatives

AU - d'Antuono, Philippe

AU - Botek, Edith

AU - Champagne, Benoît

AU - Maton, Laetitia

AU - Taziaux, Dorothée

AU - Habib-Jiwan, Jean Louis

PY - 2010/3/1

Y1 - 2010/3/1

N2 - 1H and 13C NMR chemical shifts of coumarin derivatives have been determined using first principles approaches with and without accounting for the effects of the solvent and compared to experiment in order to assess their reliability. Good linear relationships are obtained between theory and experiment, which allows correcting the calculated values for systematic errors. This is particularly the case when using the PCM scheme to model the solvent effects because the δ values larger than 150 ppm are more difficult to reproduce. The final accuracy of the method amounts to about 1 ppm for 13C and 0. 05 ppm for 1H.

AB - 1H and 13C NMR chemical shifts of coumarin derivatives have been determined using first principles approaches with and without accounting for the effects of the solvent and compared to experiment in order to assess their reliability. Good linear relationships are obtained between theory and experiment, which allows correcting the calculated values for systematic errors. This is particularly the case when using the PCM scheme to model the solvent effects because the δ values larger than 150 ppm are more difficult to reproduce. The final accuracy of the method amounts to about 1 ppm for 13C and 0. 05 ppm for 1H.

KW - Chemical shift

KW - Conformation impact and Maxwell-Boltzmann averaging

KW - Coumarin derivatives

KW - Coupled-perturbed Kohn-Sham

KW - Solvent effects on the chemical shift

UR - http://www.scopus.com/inward/record.url?scp=77949273387&partnerID=8YFLogxK

U2 - 10.1007/s00214-009-0625-x

DO - 10.1007/s00214-009-0625-x

M3 - Article

VL - 125

SP - 461

EP - 470

JO - Theoretical Chemistry Accounts: Theory, Computation, and Modeling

JF - Theoretical Chemistry Accounts: Theory, Computation, and Modeling

SN - 1432-881X

IS - 3-6

ER -