Abstract
The 5,10,10,15,15,20,20-heptamethyl-5(4′-phenylcarboxylate) calix[4]pyrrole allocates dimer formation in solution. The pattern of dimeric self-assembly was recognized by a combination of 1H NMR and mass spectrometry. The addition of F− perturbed this assembly pattern, owing to the selective formation of calixpyrrole–F− complex. Moreover, the spectroscopic findings revealed that calixpyrrole–F− complex further chelates to the pyrrolic core of other OMCP through carboxylate hook, serving as a secondary binding site.
Graphical Abstract
The 5,10,10,15,15,20,20-heptamethyl-5(4′-phenylcarboxylate) calix[4]pyrrole allocates dimer formation in solution. The pattern of dimeric self-assembly was recognized by a combination of 1H NMR and mass spectrometry. The addition of F− perturbed this assembly pattern, owing to the selective formation of calixpyrrole–F− complex. Moreover, the spectroscopic findings revealed that calixpyrrole–F− complex further chelates to the pyrrolic core of other OMCP through carboxylate hook, serving as a secondary binding site.
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Acknowledgments
The authors are thankful to the Department of Science and Technology (DST) for project number SR/S1/OC-54/2003, Council of Scientific and Industrial Research (CSIR) and University of Delhi, New Delhi for financial assistance.
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Garg, B., Bisht, T. & Chauhan, S.M.S. Meso-functional calix[4]pyrrole: a solution phase study of anion directed self-assembly. J Incl Phenom Macrocycl Chem 70, 249–255 (2011). https://doi.org/10.1007/s10847-010-9849-6
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DOI: https://doi.org/10.1007/s10847-010-9849-6