Does PRODAN Possess an O-TICT Excited State? Synthesis and Properties of Two Constrained Derivatives

被引：42

作者：

Everett, Renata K. ^{[1
]}

Nguyen, A. Ashley ^{[1
]}

Abelt, Christopher J. ^{[1
]}

机构：

[1] Coll William & Mary, Dept Chem, Williamsburg, VA 23187 USA

来源：

JOURNAL OF PHYSICAL CHEMISTRY A | 2010年 / 114卷 / 14期

关键词：

PHOTOPHYSICAL PROPERTIES; FLUORESCENCE-SPECTRA; PROBE PRODAN; ABSORPTION; MEDIA;

D O I：

10.1021/jp1002808

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070305 [高分子化学与物理];

摘要：

The synthesis and photophysical properties of 7-(dimethylamino)-3,4-dihydrophenanthren-1(2H)-one (7) and 3-(dimethylamino)-8,9,10,11-tetrahydro-7H-cyclohepta[a]naphthalen-7-one (8) are reported. These compounds possess a cycloalkanone substructure that controls the extent of twisting of the carbonyl group. The six-membered ring in 7 forces the carbonyl group to be coplanar with the naphthalene ring, whereas the seven-membered ring in 8 induces a significant twist. Both have the substructure of PRODAN (6-propionyl-2-(dimethylamino)naphthalene, 1). Comparing the photophysical behavior of these compounds with that of PRODAN and 2,2-dimethyl-1-(4-methyl-1,2,3,4-tetrahydrobenzo[f]quinolin-8-yl)propan-1-one (3) indicates that PRODAN likely emits from a PICT excited state rather than from an O-TICT excited state.

引用

页码：4946 / 4950

页数：5

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