Circular dichroism determination of the conformation of optically pure 1-(1-naphthyl)ethylamino-substituted 1,3,5-triazine derivatives

Journal of Organic Chemistry

Volumn 63, Issue 24, 1998, Pages 8765-8768

  Iuliano, Anna ^a   Franchi, Emanuela ^a   Uccello Barretta, Gloria ^a   Salvadori, Piero ^a  

^a CNR   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

2 CHLORO 4,6 BIS[1 (1 NAPHTHYL)ETHYLAMINO] 1,3,5 TRIAZINE; 2 ETHOXY 4 HEXYLAMINO 6 [1 (1 NAPHTHYL)ETHYLAMINO] 1,3,5 TRIAZINE; 2,4,6 TRIS[1 (1 NAPHTHYL)ETHYLAMINO] 1,3,5 TRIAZINE; TRIAZINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CIRCULAR DICHROISM; DRUG CONFORMATION; NUCLEAR MAGNETIC RESONANCE; STEREOSCOPIC VISION;

EID: 0031794247     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo980783v     Document Type: Article

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26. In light of the conformations obtained by means of DeVoe calculations of the CD spectra, the explanation for the absence of naphthyl-naphthyl coupling in the di- and trisubstituted triazine derivatives is the nearly perpendicular relationship of the transition dipole moments of the naphthalene chromophores, which results in the disappearance of the exciton coupling, that could be expected taking into account the interchromophoric distance and the intensity of the transitions.