Nandy, Ritesh ; Subramoni, Mahadevan ; Varghese, Babu ; Sankararaman, Sethuraman (2007) Intramolecular π-stacking interaction in a rigid molecular hinge substituted with 1-(pyrenylethynyl) units Journal of Organic Chemistry, 72 (3). pp. 938-944. ISSN 0022-3263
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Official URL: http://pubs.acs.org/doi/abs/10.1021/jo062173y
Related URL: http://dx.doi.org/10.1021/jo062173y
Abstract
Synthesis of a tetrakis(1-pyrenylethynyl)-substituted rigid hinge-like molecule (1) is described. The intramolecular π-stacking interaction of the pyrene units is studied by 1H NMR and fluorescence spectroscopy. Due to intramolecular π-stacking interactions, chemical shifts of the pyrene protons in 1 are highly shielded in the NMR spectrum. Fluorescence from the static excimer state is observed due to π-stacking interactions among the pyrene units in the ground state of 1. Based on the spectroscopic evidence, conformations and dynamics of 1, arising from the hindered rotation of the major axis, are proposed.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to American Chemical Society. |
| ID Code: | 109594 |
| Deposited On: | 02 Aug 2017 12:48 |
| Last Modified: | 02 Aug 2017 12:48 |
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