Substituent effects on homolytic bond dissociation free energies of oxygen-acetyl bonds in phenyl acetates and nitrogen-acetyl bonds in acetanilides

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Standard

Substituent effects on homolytic bond dissociation free energies of oxygen-acetyl bonds in phenyl acetates and nitrogen-acetyl bonds in acetanilides. / Andersen, Mogens L.

I: Acta Chemica Scandinavica, Bind 50, Nr. 11, 11.1996, s. 1045-1049.

Publikation: Bidrag til tidsskrift › Tidsskriftartikel › Forskning › fagfællebedømt

Harvard

Andersen, ML 1996, 'Substituent effects on homolytic bond dissociation free energies of oxygen-acetyl bonds in phenyl acetates and nitrogen-acetyl bonds in acetanilides', Acta Chemica Scandinavica, bind 50, nr. 11, s. 1045-1049. https://doi.org/10.3891/acta.chem.scand.50-1045

APA

Andersen, M. L. (1996). Substituent effects on homolytic bond dissociation free energies of oxygen-acetyl bonds in phenyl acetates and nitrogen-acetyl bonds in acetanilides. Acta Chemica Scandinavica, 50(11), 1045-1049. https://doi.org/10.3891/acta.chem.scand.50-1045

Vancouver

Andersen ML. Substituent effects on homolytic bond dissociation free energies of oxygen-acetyl bonds in phenyl acetates and nitrogen-acetyl bonds in acetanilides. Acta Chemica Scandinavica. 1996 nov.;50(11):1045-1049. https://doi.org/10.3891/acta.chem.scand.50-1045

Author

Andersen, Mogens L. / Substituent effects on homolytic bond dissociation free energies of oxygen-acetyl bonds in phenyl acetates and nitrogen-acetyl bonds in acetanilides. I: Acta Chemica Scandinavica. 1996 ; Bind 50, Nr. 11. s. 1045-1049.

Bibtex

@article{3ad3c0c902cb47c3a7e299f45f809602,
title = "Substituent effects on homolytic bond dissociation free energies of oxygen-acetyl bonds in phenyl acetates and nitrogen-acetyl bonds in acetanilides",
abstract = "The use of thermochemical cycles makes it possible to determine substituent effects on the homolytic bond dissociation free energies, BDFE, of the oxygen-acetyl bonds in substituted phenyl acetates and the nitrogen-acetyl bonds in substituted acetanilides. A linear correlation between BDFEs for the phenyl acetates and the BDFEs of the oxygen-hydrogen bonds in correspondingly substituted phenols is found with a slope equal to 0.78. An equivalent linear correlation does not exist between the BDFEs of the nitrogen-acetyl bonds in acetanilides and the nitrogen-hydrogen bonds in anilines. This difference in the two correlations of substituent effects on the BDFEs can be explained by the different degrees of stabilization of the parent molecules by the substituents on the phenyl rings. The acetanilides are in this respect extraordinary, since stabilization involving π-resonance plays an important role.",
author = "Andersen, {Mogens L.}",
year = "1996",
month = nov,
doi = "10.3891/acta.chem.scand.50-1045",
language = "English",
volume = "50",
pages = "1045--1049",
journal = "ACTA CHEM. SCAND.",
issn = "0904-213X",
number = "11",

}

RIS

TY - JOUR

T1 - Substituent effects on homolytic bond dissociation free energies of oxygen-acetyl bonds in phenyl acetates and nitrogen-acetyl bonds in acetanilides

AU - Andersen, Mogens L.

PY - 1996/11

Y1 - 1996/11

N2 - The use of thermochemical cycles makes it possible to determine substituent effects on the homolytic bond dissociation free energies, BDFE, of the oxygen-acetyl bonds in substituted phenyl acetates and the nitrogen-acetyl bonds in substituted acetanilides. A linear correlation between BDFEs for the phenyl acetates and the BDFEs of the oxygen-hydrogen bonds in correspondingly substituted phenols is found with a slope equal to 0.78. An equivalent linear correlation does not exist between the BDFEs of the nitrogen-acetyl bonds in acetanilides and the nitrogen-hydrogen bonds in anilines. This difference in the two correlations of substituent effects on the BDFEs can be explained by the different degrees of stabilization of the parent molecules by the substituents on the phenyl rings. The acetanilides are in this respect extraordinary, since stabilization involving π-resonance plays an important role.

AB - The use of thermochemical cycles makes it possible to determine substituent effects on the homolytic bond dissociation free energies, BDFE, of the oxygen-acetyl bonds in substituted phenyl acetates and the nitrogen-acetyl bonds in substituted acetanilides. A linear correlation between BDFEs for the phenyl acetates and the BDFEs of the oxygen-hydrogen bonds in correspondingly substituted phenols is found with a slope equal to 0.78. An equivalent linear correlation does not exist between the BDFEs of the nitrogen-acetyl bonds in acetanilides and the nitrogen-hydrogen bonds in anilines. This difference in the two correlations of substituent effects on the BDFEs can be explained by the different degrees of stabilization of the parent molecules by the substituents on the phenyl rings. The acetanilides are in this respect extraordinary, since stabilization involving π-resonance plays an important role.

UR - http://www.scopus.com/inward/record.url?scp=2342555983&partnerID=8YFLogxK

U2 - 10.3891/acta.chem.scand.50-1045

DO - 10.3891/acta.chem.scand.50-1045

M3 - Journal article

AN - SCOPUS:2342555983

VL - 50

SP - 1045

EP - 1049

JO - ACTA CHEM. SCAND.

JF - ACTA CHEM. SCAND.

SN - 0904-213X

IS - 11

ER -

ID: 269748715