N-1-and N-2-Anthryl Succinimide Derivatives: C-N Bond Rotational Behaviors and Fluorescence Energy Transfer

被引：17

作者：

Chou, Teh-Chang ^{[1
]}

Wu, Ren-Tsung ^{[1
]}

Liao, Kung-Ching ^{[2
]}

Wang, Chun-Hung ^{[2
]}

机构：

[1] Chaoyang Univ Technol, Dept Appl Chem, Taichung 41369, Taiwan

[2] Acad Sinica, Inst Chem, Taipei 115, Taiwan

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2011年 / 76卷 / 16期

关键词：

FACE AROMATIC INTERACTIONS; LUMINESCENCE PROPERTIES; MOLECULAR BALANCE; DYNAMIC NMR; SOLID-STATE; PHENCYCLONE; ANTHRACENE; BARRIER; PHOTODIMERIZATION; ADDUCTS;

D O I：

10.1021/jo200665v

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

New rigid bicyclic N-anthrylsuccinimide 1a, 1b, 2a, and 2b were prepared. The C-aryl-N-imide bond rotational barriers, intra/intermolecular arene-arene interactions, and photophysical properties were investigated. The rotational behaviors are more significantly controlled by the position of C-aryl-N-imide connection than the sidewall framework. The fluorescence energy transfer (Phi(ET)) in 1a and 1b was estimated to be 61% and 53%, respectively. The difference is attributed to the position of C-aryl-N-imide connection, which directly influences the relative orientation of donor (naphthalene) and acceptor (anthracene).

引用

页码：6813 / 6818

页数：6

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