A theoretical study of the valence tautomerism of 1H-pyrazolium-4-olates (X = O) and related compounds (X = S, Se, NH): relative stabilities, protonation effects, and tautomerization barriers

被引：0

作者：

Alkorta, Ibon ^{[1
]}

Elguero, Jose ^{[1
]}

机构：

[1] CSIC, Inst Quim Med, Madrid 28006, Spain

来源：

STRUCTURAL CHEMISTRY | 2022年 / 33卷 / 06期

关键词：

Pyrazoles; Pyrazolium salts; Mesoionic rings; Heterocyclic mesomeric betaines; Bis(arylimino)pentan-3-ones; CONJUGATED MESOMERIC BETAINES; AB-INITIO; COMPLEXES; ATOMS; 4-HYDROXYISOXAZOLES; 4-HYDROXYPYRAZOLES; CYCLOADDITIONS; MOLECULES; CHEMISTRY; STATES;

D O I：

10.1007/s11224-022-01962-8

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The valence isomerism of a series of heterocyclic mesomeric betaines (HMBs) belonging to class 5, called pseudo-semiconjugated HMBs, has been studied theoretically both the neutral and the protonated species. These HMBs are 1H-pyrazol-2-ium-4-olates and related compounds where the oxygen atom has been replaced by S, Se atoms, and an NH group. The main conclusion of the present work is that the ring/open valence tautomerism is possible both for neutral and protonated although it has never been observed experimentally.

引用

页码：1983 / 1995

页数：13

共 3 条

[1] A theoretical study of the valence tautomerism of 1H-pyrazolium-4-olates (X = O) and related compounds (X = S, Se, NH): relative stabilities, protonation effects, and tautomerization barriers
Ibon Alkorta
José Elguero
Structural Chemistry, 2022, 33 : 1983 - 1995
[2] Substituent effects on the tautomerism of monochalcogenocarboxylic acids XC(=O)YH (X = H, F, NH2, OH, CN, and CH3; Y = S, Se, and Te): A theoretical study
Huang, Genping
Xia, Yuanzhi
Li, Yahong
JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM, 2009, 896 (1-3): : 80 - 84
[3] Theoretical exploration of H2X (X = O, S, Se) and HY (Y = F, Cl, Br) assisted H2-release from ammonia-borane and related compounds: mechanistic insights from theoretical viewpoint
Ghosh, Avik
Ash, Tamalika
Debnath, Tanay
Das, Abhijit K.
THEORETICAL CHEMISTRY ACCOUNTS, 2018, 137 (08)

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