期刊
JOURNAL OF PHYSICAL CHEMISTRY C
卷 116, 期 42, 页码 22631-22636出版社
AMER CHEMICAL SOC
DOI: 10.1021/jp308260a
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资金
- Science and Engineering Research Board (SERB) [SERB/F/0962]
We report the conformational restriction of a freely rotating biaryl derivative resulting in strong exciton coupled circular dichroism between the two nondegenerate fragments of the dyad NP only in the presence of DNA. The napthalenimide-perylenimide dyad NP, an extended 1,1'-binaphthalene derivative, has a rotational barrier of 100 kJ/mol, leading to fast racemization. While end-stacking with a DNA hairpin, NP exhibits a significantly high rotational barrier, an additional 91 kJ/mol, resulting in atroposelective preference. Such reversible conformational constraints using biotemplates show huge potential toward conformational analysis, dynamic kinetic resolution, and asymmetric synthesis. The present work focuses on conformational analysis of a freely rotating biaryl derivative using a combination of techniques such as temperature-dependent UV-vis, circular dichroism, steady-state and time-resolved fluorescence spectroscopy, and molecular dynamics simulation.
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