N-ヘテロ芳香族の電子的性状(第34報) : イソキノリン誘導体のケイ光性, とくに溶媒効果および外部重原子効果

概要

論文の詳細を見る
The fluorescence spectra of isoquinoline derivatives were measured in a variety of solvents and were examined from the view-point of solvent and external heavy atom effects. Isoquinoline (I), 1-isoquinolinecarbonitrile (II), 1-chloroisoquinoline (III), and 1-diacetylaminoisoquinoline (IV) gave greater fluorescence intensities in hydroxylic solvents than in non-hydroxylic solvents, whereas no alterations due to solvents were found in the fluorescence intensities of 1-aminoisoquinoline (V), 1-dimethylaminoisoquinoline (VI), 1-methoxyisoquinoline (VII), 3-aminoisoquino1ine (VIII), and isocarbostyril (XI). El-Sayed's theory was employed to elucidate the mechanism of these solvent effects, and it was presumed that the increase in fluorescence intensity exhibited by the former group cornpounds in hydroxylic solvents may be attributed to the reversal of ^1(π-π^*) and and ^3(n-π^*) levels caused by hydrogen bonding between the solute and sovent. The fluorescence of ethanolic solutions of V, 1-amino-3-chloroisoquino1ine (IX), 3-amino-1-chloroisoquinoline (X), 3-aminoisocarbostyril (XII), and 3-amino-2-methylisocarbostyril(XIII) was quenched by the addition of carbon tetrachloride as well as of carbon tetrabromide ; it was presumed that spin-orbit coupling takes place between the excited singlet state and excited triplet state in the presence of external heavy atoms.
公益社団法人日本薬学会の論文
1969-04-25