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Cofacial Organic Click Cage to Intercalate Polycyclic Aromatic Hydrocarbons

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journal contribution
posted on 01.07.2016, 16:05 by Jayanta Samanta, Ramalingam Natarajan
The synthesis of a 3-fold symmetric cofacial organic cage (COC) through Cu­(I)-catalyzed azide–alkyne cycloaddition is reported. The COC can function as an efficient receptor for carcinogenic polycyclic aromatic hydrocarbons to intercalate them in its intrinsic cavity through donor–acceptor and π···π stacking interactions. The association constants (Ka) are in the range of 3.7 × 104 to 1.3 × 106 M–1. X-ray diffraction analysis authenticated that the polycyclic aromatic hydrocarbons (PAHs) are intercalated in the interior of the COC.