Synthesis and photophysical properties of models for twisted PRODAN and dimethylaminonaphthonitrile

被引:48
作者
Davis, BN [1 ]
Abelt, CJ [1 ]
机构
[1] Coll William & Mary, Dept Chem, Williamsburg, VA 23187 USA
关键词
D O I
10.1021/jp046050y
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 [物理化学]; 081704 [应用化学];
摘要
The synthesis and photophysical properties of 7-cyano-3,4-dihydro-2H-1,4-ethano-benzo[g]quinoline and 3,4-dihydro-2H-1,4-ethano-7-propionyl-benzo[g]quinoline are reported. These compounds possess a quinuclidine substructure that locks the tertiary amino group perpendicular to the naphthalene ring. Their excited states are models for the twisted excited states of 2-(dimethylamino)-6-naphthonitrile (DMANN) and 6-propionyl-2-(dimethylamino)naphthlene (PRODAN). In contrast to DMANN and PRODAN, the fluorescence of these twisted derivatives is strongly deactivated in polar solvents. Neither DMANN nor PRODAN likely emit from TICT excited states.
引用
收藏
页码:1295 / 1298
页数:4
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