QUANTUM-CHEMICAL STUDY OF THE REGIOSELECTIVITY IN <i>S</i><sub><i>N</sub></i>H REACTIONS OF SOME 3-NITRO-1,5-NAPHTHYRIDINES WITH CHLOROMETHYL PHENYL SULFONE

Authors

  • M. Grzegożek Institute of Organic Chemistry and Technology, Cracow University of Technology, PL-31155 Kraków
  • B. Szpakiewicz Institute of Organic Chemistry and Technology, Cracow University of Technology, PL-31155 Kraków

DOI:

https://doi.org/10.1007/8117

Keywords:

3-nitro-1, 5-naphthyridines, heats of formation of anionic (phenylsulfonyl)-chloromethyl σ-adducts, PM3 method

Abstract

Quantum chemical calculations of geometries and the heats of formation of the intermediate σ-adducts in reaction of 3-nitro-1,5-naphthyridine and its 2-substituted derivatives with the carbanion of chloromethyl phenyl sulfone have been investigated by PM3 method. The calculations confirm experimentally observed  regioselectivity of the studied reactions.

Как ссылаться
Grzegozek. M.; Szpakiewicz, B.  Chem. Heterocycl. Compd. 2005, 41, 1521. [Химия гетероцикл. соединений 2005, 1845.]

Статья в английском издании журнала: DOI 10.1007/s10593-006-0030-5

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Published

2023-10-13

Issue

No. 12 (2005)

Section

Original Papers