ChemInform Abstract: UV‐SPEKTREN UND BASIZITAETSKONSTANTEN 2‐SUBSTITUIERTER CHINOXALINE

Kaganskii, M. M.; Dvoryantseva, G. G.; Elina, A. S.

doi:10.1002/chin.197326347

Chemischer Informationsdienst

1973

DOI: 10.1002/chin.197326347

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ChemInform Abstract: UV‐SPEKTREN UND BASIZITAETSKONSTANTEN 2‐SUBSTITUIERTER CHINOXALINE

M. M. Kaganskii¹,

G. G. Dvoryantseva²,

A. S. Elina³

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2010

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“…The first protonation of the mono-N-oxides of pyrazine and quinoxaline occurs at the unoxidized nitrogen atom [28,29], the unshared electron pair of which is not included in the conjugation chain (however the interaction of pyrazine mono-N-oxide with iodine proceeds at the oxygen atom of the N-oxide group [30]). …”

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confidence: 99%

“…29 3-Methyl-4-nitropyridine [18] -0.97 2-Ethylpyridine [19] 1.17 4-Cyanopyridine [17] -1.17 4-Ethylpyridine [19] 1. 29 2-Methyl-4-cyanopyridine [15] -0.674 2,6-Dimethylpyridine [15] 1.…”

mentioning

confidence: 99%

“…29 3-Methyl-4-nitropyridine [18] -0.97 2-Ethylpyridine [19] 1.17 4-Cyanopyridine [17] -1.17 4-Ethylpyridine [19] 1. 29 2-Methyl-4-cyanopyridine [15] -0.674 2,6-Dimethylpyridine [15] 1. 44 2,6-Dimethyl-4-cyanopyridine [15] -0.61 2-Aminopyridine [20] 2.67 Quinoline [14] 0.86 2-Dimethylaminopyridine [20] 2.27 4-Methylquinoline [14] 1.44 3-Aminopyridine [16] 1.47 4-Chloroquinoline [14] 0.47 4-Aminopyridine [21] 3.65 4-Nitroquinoline [26] -1.39 4-Methylaminopyridine [20] 3.85 Isoquinoline [16] 1.01 4-Dimethylaminopyridine [16] [ 17,20] 3.88 4.05…”

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confidence: 99%

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The effect of electronic factors on the reactivity of heteroaromatic N-oxides

Andreev

2010

Chem Heterocycl Comp

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On the basis of an analysis of the reasons for the multiplicity of constants for substituents it has been concluded that they are variables, the absolute value and sign of which depend on the nature of the compounds being considered (in particular other substituents), the partner with which reaction occurs, and the medium (the aggregate state of participants of the interaction). The use of modifications of the Hammett equation is caused by the impossibility in principle of only varying the values and sign of to describe universally linear functions of the dependence of rate (or equilibrium) constants of chemical processes from the algebraic sum of the electronic, steric, and other factors, which differ in their nature.At the present time empirical equations of the Hammett and Taft type (log(k/k 0 ) = ) are widely used in organic chemistry in spite of the fact that the multiplicity of constants requires greater care in choosing them for making correlations, and the use for interpreting the structure of a transition state interferes with certain other resistant concepts [1-6]. Thus the Hammett equation is used for assessing the structure of a transition state (according to the size of ) among similar compounds by the variation of substituents and consequently by the change in reactivity. It is therefore assumed that is a constant (but is dependent on the nature of the second reactant and the reaction conditions), i.e. the nature ( ) of a substituent does not affect the structure of the transition state. However according to the Hammond postulate [5] in rapid reactions the transition state is more like the reactants, but in slow reactions it is more like the reaction products, i.e. on changing the reaction rate the structure of the transition state must also be changed.In the monograph [4] V. A. Palm notes that the problem of constructing a precise scale even for induction constants of substituents of the type of functional groups or containing functional groups has no solution. The assumption of even O. A. Reutov, A. L. Kurts, and K. P. Butin [5, Vol. 1, p. 288], that " and are not independent parameters, as suggested, but are linked to one another, while a parameter linking and is reduced in their product", does not only not clarify the situation, but also remains as an additional problem as to the nature of this parameter.

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confidence: 99%

“…29 3-Methyl-4-nitropyridine [18] -0.97 2-Ethylpyridine [19] 1.17 4-Cyanopyridine [17] -1.17 4-Ethylpyridine [19] 1. 29 2-Methyl-4-cyanopyridine [15] -0.674 2,6-Dimethylpyridine [15] 1.…”

mentioning

confidence: 99%

mentioning

confidence: 99%

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The effect of electronic factors on the reactivity of heteroaromatic N-oxides

Andreev

2010

Chem Heterocycl Comp

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ChemInform Abstract: UV‐SPEKTREN UND BASIZITAETSKONSTANTEN 2‐SUBSTITUIERTER CHINOXALINE

Cited by 1 publication

References 0 publications

The effect of electronic factors on the reactivity of heteroaromatic N-oxides

The effect of electronic factors on the reactivity of heteroaromatic N-oxides

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