中国科学院机构知识库网格
Chinese Academy of Sciences Institutional Repositories Grid
An Excellent Fluorescent Dye with a Twistable Aromatic Chain and Its Axially Chiral Crystals

文献类型:期刊论文

作者Ma, Yan; Hao, Rui; Shao, Guangsheng; Wang, Yuan
刊名JOURNAL OF PHYSICAL CHEMISTRY A
出版日期2009-04-30
卷号113期号:17页码:5066-5072
ISSN号1089-5639
DOI10.1021/jp900514e
英文摘要A new organic fluorescent dye, 2,4-dichloro-6-[p-(N,N-diethylamino)biphenyly]-1,3,5-triazine (DBQ), with an electron withdrawing-donating pair bridged by a twistable aromatic chain has been synthesized. DBQ exhibits high fluorescence quantum yields (0.96 in hexane and 0.71 in THF), high extinction coefficients, and an excitation window extending up to similar to 480 nm. Due to the strong intramolecular charge transfer character., DBQ shows obviously solvent-dependent Stokes shifts with a value as high as 6360 cm(-1) in THF and controllable fluorescence emission in the visible region from "blue" to "orange". The axially chiral structures of DBQ crystals were clearly revealed by the X-ray analyses and CD spectroscopy measurements. Two enantiomers of DBQ were obtained by spontaneous resolution upon crystallization without any chiral auxiliary. The low rotation barriers around the interannular bonds in DBQ molecules resulted in an efficient and selective multiplication of each of the chiral structures when DBQ crystallized in THF at room temperature in the presence of an enantiopure crystal seed, leaving racemized DBQ molecules in the solution. The special crystalline properties of DBQ provided a new approach to the design and synthesis of organic chiral crystals. The photophysical properties of' DBQ make it promising in the preparation of new fluorescent probes with high sensitivity.
语种英语
WOS记录号WOS:000265529800033
出版者AMER CHEMICAL SOC
源URL[http://ir.iccas.ac.cn/handle/121111/67377]  
专题中国科学院化学研究所
通讯作者Wang, Yuan
作者单位Peking Univ, Beijing Natl Lab Mol Sci, State Key Lab Struct Chem Unstable & Stable Speci, Coll Chem & Mol Engn, Beijing 100871, Peoples R China
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GB/T 7714
Ma, Yan,Hao, Rui,Shao, Guangsheng,et al. An Excellent Fluorescent Dye with a Twistable Aromatic Chain and Its Axially Chiral Crystals[J]. JOURNAL OF PHYSICAL CHEMISTRY A,2009,113(17):5066-5072.
APA Ma, Yan,Hao, Rui,Shao, Guangsheng,&Wang, Yuan.(2009).An Excellent Fluorescent Dye with a Twistable Aromatic Chain and Its Axially Chiral Crystals.JOURNAL OF PHYSICAL CHEMISTRY A,113(17),5066-5072.
MLA Ma, Yan,et al."An Excellent Fluorescent Dye with a Twistable Aromatic Chain and Its Axially Chiral Crystals".JOURNAL OF PHYSICAL CHEMISTRY A 113.17(2009):5066-5072.

入库方式: OAI收割

来源:化学研究所

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