Energetics of the lighter chalcogen analogues of carboxylic acid esters.

Carol A. Deakyne; Alicia K. Ludden; Maria Victoria Roux; Rafael Notario; Alexei V. Demchenko; James S. Chickos; Joel F. Liebman

doi:10.1021/jp107208q

Energetics of the lighter chalcogen analogues of carboxylic acid esters.

Carol A. Deakyne, Alicia K. Ludden, Maria Victoria Roux, Rafael Notario, Alexei V. Demchenko, James S. Chickos, Joel F. Liebman

University of Missouri-St. Louis

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

Abstract

<div class="line" id="line-7"> <span style="background-color: rgb(244, 244, 244); font-family: Georgia, serif; font-size: 17px;"> In the current paper we present the results of our quantum chemical (G2, G2(MP2), and G3) study of the structure and energetics of carboxylic acids and their chalcogen analogues. In the particular, calculations and accompanying natural bond orbital (NBO) and atoms in molecules (AIM) analyses were performed on all species with the generic formula RC(&boxH;X)YR′ (X, Y = O, S, Se and R = R′ = CH </span> <span style="background-color: rgb(244, 244, 244); font-family: Georgia, serif; font-size: 12.75px;"> 3 </span> <span style="background-color: rgb(244, 244, 244); font-family: Georgia, serif; font-size: 17px;"> ). Energies, enthalpies, and free energies of formation, resonance energies, interchalcogen methyl transfer energies and their energies of activation, and heavy atom bond lengths and angles are all discussed. A comparison of the calculated results with the sparse experimentally available data shows good agreement. Trends are also presented. </span></div>

Original language	American English
Journal	Journal of Physical Chemistry B
Volume	114
DOIs	https://doi.org/10.1021/jp107208q
State	Published - Dec 16 2010

Keywords

Organic compounds
Energy
Molecular structure
Alkyls
Enthalpy

Disciplines

Chemistry
Inorganic Chemistry

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title = "Energetics of the lighter chalcogen analogues of carboxylic acid esters.",

abstract = " In the current paper we present the results of our quantum chemical (G2, G2(MP2), and G3) study of the structure and energetics of carboxylic acids and their chalcogen analogues. In the particular, calculations and accompanying natural bond orbital (NBO) and atoms in molecules (AIM) analyses were performed on all species with the generic formula RC(&boxH;X)YR′ (X, Y = O, S, Se and R = R′ = CH 3 ). Energies, enthalpies, and free energies of formation, resonance energies, interchalcogen methyl transfer energies and their energies of activation, and heavy atom bond lengths and angles are all discussed. A comparison of the calculated results with the sparse experimentally available data shows good agreement. Trends are also presented. ",

keywords = "Organic compounds, Energy, Molecular structure, Alkyls, Enthalpy",

author = "Deakyne, {Carol A.} and Ludden, {Alicia K.} and Roux, {Maria Victoria} and Rafael Notario and Demchenko, {Alexei V.} and Chickos, {James S.} and Liebman, {Joel F.}",

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doi = "10.1021/jp107208q",

language = "American English",

volume = "114",

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TY - JOUR

T1 - Energetics of the lighter chalcogen analogues of carboxylic acid esters.

AU - Deakyne, Carol A.

AU - Ludden, Alicia K.

AU - Roux, Maria Victoria

AU - Notario, Rafael

AU - Demchenko, Alexei V.

AU - Chickos, James S.

AU - Liebman, Joel F.

PY - 2010/12/16

Y1 - 2010/12/16

N2 - In the current paper we present the results of our quantum chemical (G2, G2(MP2), and G3) study of the structure and energetics of carboxylic acids and their chalcogen analogues. In the particular, calculations and accompanying natural bond orbital (NBO) and atoms in molecules (AIM) analyses were performed on all species with the generic formula RC(&boxH;X)YR′ (X, Y = O, S, Se and R = R′ = CH 3 ). Energies, enthalpies, and free energies of formation, resonance energies, interchalcogen methyl transfer energies and their energies of activation, and heavy atom bond lengths and angles are all discussed. A comparison of the calculated results with the sparse experimentally available data shows good agreement. Trends are also presented.

AB - In the current paper we present the results of our quantum chemical (G2, G2(MP2), and G3) study of the structure and energetics of carboxylic acids and their chalcogen analogues. In the particular, calculations and accompanying natural bond orbital (NBO) and atoms in molecules (AIM) analyses were performed on all species with the generic formula RC(&boxH;X)YR′ (X, Y = O, S, Se and R = R′ = CH 3 ). Energies, enthalpies, and free energies of formation, resonance energies, interchalcogen methyl transfer energies and their energies of activation, and heavy atom bond lengths and angles are all discussed. A comparison of the calculated results with the sparse experimentally available data shows good agreement. Trends are also presented.

KW - Organic compounds

KW - Energy

KW - Molecular structure

KW - Alkyls

KW - Enthalpy

UR - http://pubs.acs.org/doi/abs/10.1021/jp107208q?source=chemport

U2 - 10.1021/jp107208q

DO - 10.1021/jp107208q

M3 - Article

VL - 114

JO - Journal of Physical Chemistry B

JF - Journal of Physical Chemistry B

ER -

Energetics of the lighter chalcogen analogues of carboxylic acid esters.

Abstract

Keywords

Disciplines

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