UV photoelectron spectroscopic study of substituent effects in quinoline derivatives

被引：15

作者：

Novak, I ^{[1
]}

Kovac, B

机构：

[1] Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore

[2] Natl Univ Singapore, CPEC Ctr, Singapore 117543, Singapore

[3] Rudjer Boskovic Inst, Div Phys Chem, HR-10000 Zagreb, Croatia

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2004年 / 69卷 / 15期

关键词：

D O I：

10.1021/jo040154n

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The molecular and electronic structure of eight substituted quinolines has been investigated by HeI/HeII photoelectron spectroscopy, Green's function calculations, and comparison with the spectra of related compounds. The correlation between nitrogen lone pair ionization energies and basicity in 18 substituted quinolines is discussed. The influence of different substituents has been quantified via the scheme that is based on experimental energy shifts. The relationships between nitrogen ionization energies, pK(a) values, and medicinal activity are also discussed.

引用

页码：5005 / 5010

页数：6

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