HSAB analysis of charge transfer in the gas-phase acid-base equilibria of alkyl-substituted alcohols

Resultado de la investigación: Article

Resumen

A simple model to analyze charge redistribution associated with proton transfer (PT) reaction is derived from a classical ion transport model. The model is applied to the gas-phase acid-base equilibria of alkyl alcohols. Proton transfer is simulated as the motion of a charged particle in an applied external potential defined by the chemical environment of the proton, and represented by the difference in proton affinity (PA) of the conjugated bases RO- and CH3O-; the latter is taken as reference. The electronic chemical potential of transfer accounts for both the amount and direction of charge transfer (CT). The relative acidity for a short series of alkyl alcohols is determined by the difference in proton affinity (APA = PA(RO~) -PA(CH3O~)) of the conjugated bases. The predicted charge transfer is in agreement with the CT pattern obtained from the group hardness and electronegativity analysis.

Idioma originalEnglish
Páginas (desde-hasta)11221-11226
Número de páginas6
PublicaciónJournal of Physical Chemistry A
Volumen103
N.º50
EstadoPublished - 16 dic 1999

Huella dactilar

acid base equilibrium
Protons
Charge transfer
alcohols
Gases
charge transfer
Alcohols
vapor phases
protons
affinity
Proton transfer
Electronegativity
Chemical potential
Charged particles
Acidity
Hardness
Acid-Base Equilibrium
hydroxysuccinimidyl-4-azidobenzoate
Ions
acidity

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry

Citar esto

@article{37ad56b43627425ba75b11c34684d680,
title = "HSAB analysis of charge transfer in the gas-phase acid-base equilibria of alkyl-substituted alcohols",
abstract = "A simple model to analyze charge redistribution associated with proton transfer (PT) reaction is derived from a classical ion transport model. The model is applied to the gas-phase acid-base equilibria of alkyl alcohols. Proton transfer is simulated as the motion of a charged particle in an applied external potential defined by the chemical environment of the proton, and represented by the difference in proton affinity (PA) of the conjugated bases RO- and CH3O-; the latter is taken as reference. The electronic chemical potential of transfer accounts for both the amount and direction of charge transfer (CT). The relative acidity for a short series of alkyl alcohols is determined by the difference in proton affinity (APA = PA(RO~) -PA(CH3O~)) of the conjugated bases. The predicted charge transfer is in agreement with the CT pattern obtained from the group hardness and electronegativity analysis.",
author = "Patricia P{\'e}rez",
year = "1999",
month = "12",
day = "16",
language = "English",
volume = "103",
pages = "11221--11226",
journal = "Journal of Physical Chemistry A",
issn = "1089-5639",
publisher = "American Chemical Society",
number = "50",

}

TY - JOUR

T1 - HSAB analysis of charge transfer in the gas-phase acid-base equilibria of alkyl-substituted alcohols

AU - Pérez, Patricia

PY - 1999/12/16

Y1 - 1999/12/16

N2 - A simple model to analyze charge redistribution associated with proton transfer (PT) reaction is derived from a classical ion transport model. The model is applied to the gas-phase acid-base equilibria of alkyl alcohols. Proton transfer is simulated as the motion of a charged particle in an applied external potential defined by the chemical environment of the proton, and represented by the difference in proton affinity (PA) of the conjugated bases RO- and CH3O-; the latter is taken as reference. The electronic chemical potential of transfer accounts for both the amount and direction of charge transfer (CT). The relative acidity for a short series of alkyl alcohols is determined by the difference in proton affinity (APA = PA(RO~) -PA(CH3O~)) of the conjugated bases. The predicted charge transfer is in agreement with the CT pattern obtained from the group hardness and electronegativity analysis.

AB - A simple model to analyze charge redistribution associated with proton transfer (PT) reaction is derived from a classical ion transport model. The model is applied to the gas-phase acid-base equilibria of alkyl alcohols. Proton transfer is simulated as the motion of a charged particle in an applied external potential defined by the chemical environment of the proton, and represented by the difference in proton affinity (PA) of the conjugated bases RO- and CH3O-; the latter is taken as reference. The electronic chemical potential of transfer accounts for both the amount and direction of charge transfer (CT). The relative acidity for a short series of alkyl alcohols is determined by the difference in proton affinity (APA = PA(RO~) -PA(CH3O~)) of the conjugated bases. The predicted charge transfer is in agreement with the CT pattern obtained from the group hardness and electronegativity analysis.

UR - http://www.scopus.com/inward/record.url?scp=28944434705&partnerID=8YFLogxK

M3 - Article

AN - SCOPUS:28944434705

VL - 103

SP - 11221

EP - 11226

JO - Journal of Physical Chemistry A

JF - Journal of Physical Chemistry A

SN - 1089-5639

IS - 50

ER -