Abstract
The binding of the laser dyes rhodamine B (RhB) and sulforhodamine B (kiton red S or KRS) to a cucurbit[7]uril (CB[7]) host has been investigated using density functional theory. Both guests (RhB and KRS) contain two N,N-diethylamino groups on a xanthene core. The lowest-energy structure of these host–guest complexes has one of the N,N-diethylamino groups encapsulated within the host cavity, that engenders C–H···O interactions with portals, while the remaining noninteracting diethylamino group resides outside the cavity. The 1H NMR chemical shifts derived using the gauge-independent atomic orbital method are consistent with those observed in experiments.
Binding modes of the fluorescent dyes RhB and KRS to a CB[7] host
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Acknowledgments
SPG acknowledges the University Grants Commission (UGC), New Delhi, India, for the research project F34-370/2008(SR). JKK thanks the UGC for the award of a meritorious student fellowship.
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Khedkar, J.K., Jagtap, K.K., Pinjari, R.V. et al. Binding of rhodamine B and kiton red S to cucurbit[7]uril: density functional investigations. J Mol Model 18, 3743–3750 (2012). https://doi.org/10.1007/s00894-012-1375-6
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DOI: https://doi.org/10.1007/s00894-012-1375-6