Proton-transfer tautomerism and enthalpies of formation of some isoquinoline derivatives

Mansoor Namazian; Michelle L. Coote

doi:10.1016/j.jct.2009.06.027

Proton-transfer tautomerism and enthalpies of formation of some isoquinoline derivatives

Mansoor Namazian^*, Michelle L. Coote

^*Corresponding author for this work

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

2 Citations (Scopus)

Abstract

Ab initio molecular orbital theory has been used to calculate enthalpies of formation of the keto tautomers of 1-hydroxyisoquinoline, 5-hydroxyisoquinoline, and 1,5-dihydroxyisoquinoline. The high-level composite method G3//B3LYP has been used for this study, and the results have been compared with available experimental values. The keto tautomer is more favourable for 1-hydroxyisoquinoline and 1,5-dihydroxyisoquinoline, and the experimental enthalpies of formation are in better agreement with the theoretical enthalpies of formation of the keto forms.

Original language	English
Pages (from-to)	1446-1448
Number of pages	3
Journal	Journal of Chemical Thermodynamics
Volume	41
Issue number	12
DOIs	https://doi.org/10.1016/j.jct.2009.06.027
Publication status	Published - Dec 2009

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title = "Proton-transfer tautomerism and enthalpies of formation of some isoquinoline derivatives",

abstract = "Ab initio molecular orbital theory has been used to calculate enthalpies of formation of the keto tautomers of 1-hydroxyisoquinoline, 5-hydroxyisoquinoline, and 1,5-dihydroxyisoquinoline. The high-level composite method G3//B3LYP has been used for this study, and the results have been compared with available experimental values. The keto tautomer is more favourable for 1-hydroxyisoquinoline and 1,5-dihydroxyisoquinoline, and the experimental enthalpies of formation are in better agreement with the theoretical enthalpies of formation of the keto forms.",

keywords = "Enthalpy of formation, G3, Isoquinoline, Tautomerism",

author = "Mansoor Namazian and Coote, {Michelle L.}",

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doi = "10.1016/j.jct.2009.06.027",

language = "English",

volume = "41",

pages = "1446--1448",

journal = "Journal of Chemical Thermodynamics",

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T1 - Proton-transfer tautomerism and enthalpies of formation of some isoquinoline derivatives

AU - Namazian, Mansoor

AU - Coote, Michelle L.

PY - 2009/12

Y1 - 2009/12

N2 - Ab initio molecular orbital theory has been used to calculate enthalpies of formation of the keto tautomers of 1-hydroxyisoquinoline, 5-hydroxyisoquinoline, and 1,5-dihydroxyisoquinoline. The high-level composite method G3//B3LYP has been used for this study, and the results have been compared with available experimental values. The keto tautomer is more favourable for 1-hydroxyisoquinoline and 1,5-dihydroxyisoquinoline, and the experimental enthalpies of formation are in better agreement with the theoretical enthalpies of formation of the keto forms.

AB - Ab initio molecular orbital theory has been used to calculate enthalpies of formation of the keto tautomers of 1-hydroxyisoquinoline, 5-hydroxyisoquinoline, and 1,5-dihydroxyisoquinoline. The high-level composite method G3//B3LYP has been used for this study, and the results have been compared with available experimental values. The keto tautomer is more favourable for 1-hydroxyisoquinoline and 1,5-dihydroxyisoquinoline, and the experimental enthalpies of formation are in better agreement with the theoretical enthalpies of formation of the keto forms.

KW - Enthalpy of formation

KW - G3

KW - Isoquinoline

KW - Tautomerism

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U2 - 10.1016/j.jct.2009.06.027

DO - 10.1016/j.jct.2009.06.027

M3 - Article

SN - 0021-9614

VL - 41

SP - 1446

EP - 1448

JO - Journal of Chemical Thermodynamics

JF - Journal of Chemical Thermodynamics

IS - 12

ER -

Proton-transfer tautomerism and enthalpies of formation of some isoquinoline derivatives

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