Rutin acilezéstol stabilis pirimidin σ-komplexekig

A pirimidin-gyuru szén protonálódása

Translated title of the contribution: From routine acylation towards stable σ-complexes of pyrimidine: Carbon protonation of the pyrimdine-ring

Ádám Demeter, Csaba Wéber, János Brlik, T. Veszprémi, Balázs Németh

Research output: Contribution to journalArticle

Abstract

It is well known, that the ring nitrogen of pyrimidine possesses basic property, electron donating groups increase basicity. According to literature data published so far pyrimidines protonate at the ring nitrogen. The present paper gives brief account of the C(5) carbon-protonation observed among triaminopyrimidine derivatives, which in some cases results in stable σ-complexes. Steric and electronic effects responsible for carbon-protonation are investigated in simple C(5) substituted 2,4,6-tri-aminopyrimidine derivatives. We show new stable σ-complexes in the triaminopyrimidine series. The paper summarizes, in hungarian, our recently published results (J. Amer. Chem. Soc., 125, 2535-2540, 2003) as well as our new results presented in the symposium "Gyógyszerkémiai Gyógyszertechnológiai Szimpózium 2003".

Original languageHungarian
Pages (from-to)29-38
Number of pages10
JournalActa Pharmaceutica Hungarica
Volume74
Issue number1
Publication statusPublished - 2004

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Acylation
Nitrogen
Carbon
Pyrimidines
Electrons
pyrimidine
2-aminopyrimidine

ASJC Scopus subject areas

  • Pharmaceutical Science

Cite this

Rutin acilezéstol stabilis pirimidin σ-komplexekig : A pirimidin-gyuru szén protonálódása. / Demeter, Ádám; Wéber, Csaba; Brlik, János; Veszprémi, T.; Németh, Balázs.

In: Acta Pharmaceutica Hungarica, Vol. 74, No. 1, 2004, p. 29-38.

Research output: Contribution to journalArticle

Demeter, Ádám ; Wéber, Csaba ; Brlik, János ; Veszprémi, T. ; Németh, Balázs. / Rutin acilezéstol stabilis pirimidin σ-komplexekig : A pirimidin-gyuru szén protonálódása. In: Acta Pharmaceutica Hungarica. 2004 ; Vol. 74, No. 1. pp. 29-38.
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