Substituent effects in the ring-chain tautomerism of 1-aryl-2,3-dihydro-1H-naphth[1,2-e][1,3]oxazines

The condensation of Betti base analog aminonaphthols with substituted benzaldehydes or aliph. aldehydes led to 1,3-diaryl-2,3-dihydro-1H-naphth[1,2e][1,3]oxazines (16-22) and 3-alkyl-1-aryl-2,3-dihydro-1H-naphth[1,2-e][1,3]oxazines (23-29), which proved to be three-component (r1-o-r2, 16-22) or two-...

Teljes leírás

Elmentve itt :
Bibliográfiai részletek
Szerzők: Szatmári István
Martinek Tamás
Lázár László
Koch Andreas
Kleinpeter Erich
Fülöp Ferenc
Dokumentumtípus: Cikk
Megjelent: 2003
Sorozat:ANNALS OF WEST UNIVERSITY OF TIMISOARA-SERIES CHEMISTRY 12 No. 3
Tárgyszavak:
mtmt:3258704
Online Access:http://publicatio.bibl.u-szeged.hu/30979
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245 1 0 |a Substituent effects in the ring-chain tautomerism of 1-aryl-2,3-dihydro-1H-naphth[1,2-e][1,3]oxazines  |h [elektronikus dokumentum] /  |c  Szatmári István 
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490 0 |a ANNALS OF WEST UNIVERSITY OF TIMISOARA-SERIES CHEMISTRY  |v 12 No. 3 
520 3 |a The condensation of Betti base analog aminonaphthols with substituted benzaldehydes or aliph. aldehydes led to 1,3-diaryl-2,3-dihydro-1H-naphth[1,2e][1,3]oxazines (16-22) and 3-alkyl-1-aryl-2,3-dihydro-1H-naphth[1,2-e][1,3]oxazines (23-29), which proved to be three-component (r1-o-r2, 16-22) or two-component (r1-r2, 23-29) tautomeric mixts. in CDCl3 at 300 K. The electronic effects of the 3-aryl or 3-alkyl groups on the tautomeric ratios could be described by the equation log KX = ρσ+ + log KX=H (16-22) and log KR = 7.88Va + 0.55 (23-29) resp. Study of the influence of aryl substituents at position 1 indicated that in the trans form a stereoelectronic effect is present; this was supported by dual substituent parameter treatment of the 13C chem. shift changes induced by Ph substituents. [on SciFinder(R)] 
650 4 |a Farmakológia és gyógyszerészet 
700 0 1 |a Martinek Tamás  |e aut 
700 0 1 |a Lázár László  |e aut 
700 0 1 |a Koch Andreas  |e aut 
700 0 1 |a Kleinpeter Erich  |e aut 
700 0 1 |a Fülöp Ferenc  |e aut 
856 4 0 |u http://publicatio.bibl.u-szeged.hu/30979/1/aok_klny_326_03.pdf  |z Dokumentum-elérés